Share a compound : 3-(Difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 3-(Difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Adding a certain compound to certain chemical reactions, such as: 176969-34-9, name is 3-(Difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid, belongs to pyrazoles-derivatives compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 176969-34-9, Formula: C6H6F2N2O2

N dichloromethane 1ml solution of 3-difluoromethyl-1-methyl -1H- pyrazole-4-carboxylic acid 176mg, added N- dimethylformamide 10mg and oxalyl chloride 381mg, I was stirred at room temperature for 1 hour.After completion of the reaction, distilling off the solvent under reduced pressure, the residue was dissolved in dichloromethane 2ml, 2- amino-1- (3,5-dichloropyridine prepared with stirring under ice-cooling, at step 5 Synthesis Example 2 2-yl) ethanone -O- dichloromethane 2ml solution of ethyl oxime 190mg, then dropped the pyridine 91mg, was continued for a further 2 hours stirring at room temperature after completion of the dropping.After completion of the reaction, and extracted with added water 10ml reaction mixture chloroform (20mlx1), after the organic layer washed with water (10mlx1), and dehydrated and dried in this order brine then anhydrous sodium sulfate, and distilling off the solvent under reduced pressure It was.The residue was ethyl acetate – hexane (1: 4 to 1: 1 gradient) was purified by silica gel column chromatography eluting with, to give a pale yellow resinous substance 165.3mg.The thing is dissolved in acetic acid 5ml, After stirring for 2 hours at 70 , distilling off the solvent under reduced pressure, the residue partitioned between ethyl acetate – hexane (1: 4 to 1: 1 gradient) and eluting with It was purified by silica gel column chromatography, and the desired compound 130.6mg obtained as a colorless resin-like substance (E / Z = 1/1).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 3-(Difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NISSAN CHEMICAL INDUSTRIES LIMITED; Iwasa, Motoyoshi; Tomizawa, Mitsutaka; Tsuji, Keisuke; Nakamura, Toshiyuki; Mita, Takeshi; Kuwahara, Hidehito; asahi, Miho; Imanaka, Hotaka; (342 pag.)JP2016/11286; (2016); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Extended knowledge of C6H6F2N2O2

According to the analysis of related databases, 176969-34-9, the application of this compound in the production field has become more and more popular.

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 176969-34-9, name is 3-(Difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 176969-34-9

The compound of formula (III) was added to a 5% aqueous solution of sodium hydroxide, reacted at 60 C for 3 hours, and then hydrochloric acid was added to neutralize the pH to a weak acidity,(IV) (40 mmol) was refluxed with thionyl chloride (0.4 mol) for 4 hours, and the compound of formula (IV)Methyl-3-difluoromethyl-1H-pyrazole-4-carbonyl chloride in the presence of 10 mL of methylene chloride was added to a solution of the compound of formula (V) Of ammonia(VI) 1-methyl-3-difluoromethyl-1H-pyrazole-4-carboxamide was obtained by distilling off the reaction at room temperature for 4 hours at the end of the reaction. (VII) was added to oxalyl chloride (0.1 mol), stirred at room temperature for 1 hour and refluxed for 5 hours. After completion of the reaction, the compound of formula (VII) was distilled off under reduced pressure.

According to the analysis of related databases, 176969-34-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Zhejiang University of Technology; Liu Xinghai; Wang Han; Zhai Zhiwen; Shen Zhonghua; Tan Chengxia; Weng Jianquan; Wu Hongke; (10 pag.)CN107033081; (2017); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Continuously updated synthesis method about C6H6F2N2O2

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 3-(Difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Adding a certain compound to certain chemical reactions, such as: 176969-34-9, name is 3-(Difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid, belongs to pyrazoles-derivatives compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 176969-34-9, HPLC of Formula: C6H6F2N2O2

General procedure: Under nitrogen atmosphere, carboxylic acid II (3mmol), EDCI (3.3 mmol), HOBT (3.3 mmol)and Et3N (1.8 mmol) were placed in a three-necked flask with 40 mL CH2Cl2, and stirred for 2 hat 0 C; then, compound I (2.4 mmol) was added to the flask and allowed to react for 3 h at 0 C.The reaction was monitored by thin-layer chromatography (TLC) (all reactions could be completed in3 h) and, on completion of the reaction, the mixture was washed with saturated NaHCO3 solutionand water, respectively. Then, it was dried over anhydrous Na2SO4, filtered and evaporated onrotavapor in vacuum. Subsequently, crude products III-1-III-18 were purified by silica gel columnchromatography [V (CH2Cl2): V (EA) = 3:1] and crude products III-19-III-36 were purified by silicagel column chromatography [V (PE): V (EA) = 3:1]. Finally, products were recrystallized with thedichloromethane/petroleum ether to obtain pure target compounds.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 3-(Difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Zhang, Shen; Meng, Siqi; Xie, Yong; Yang, Yonggui; Zhang, Yumeng; He, Lu; Wang, Kai; Qi, Zhiqiu; Ji, Mingshan; Qin, Peiwen; Li, Xinghai; Molecules; vol. 24; 14; (2019);,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

A new synthetic route of 3-(Difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-(Difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid, its application will become more common.

Reference of 176969-34-9,Some common heterocyclic compound, 176969-34-9, name is 3-(Difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid, molecular formula is C6H6F2N2O2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Step 7: Production of N-[2-[3-chloro-5-(cyclopropylethynyl)pyridin-2-yl]-2-(isopropoxyimino)ethyl]-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide To a 1 ml solution of 68 mg of 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid in dichloromethane, 10 mg of N,N-dimethylformamide and 66 mg of oxalyl chloride were added. After completion of the addition, the reaction mixture was stirred at room temperature for 1 hour. After completion of the reaction, the solvent was distilled off from the reaction mixture under reduced pressure. The obtained residue was dissolved in 1 ml of dichloromethane and, with stirring under cooling with ice, added dropwisely to a mixed solution of 100 mg of 2-amino-1-[3-chloro-5-(cyclopropylethynyl)pyridin-2-yl]ethanone-O-isopropyl oxime and 200 mg of potassium carbonate in 2 ml of dichloromethane and 2 ml of water. After completion of the dropwise addition, stirring was further continued for 1 hour at room temperature. After completion of the reaction, 10 ml of water was added to the reaction mixture, followed by extraction with dichloromethane (10 ml*1). The obtained organic layer was washed with water (10 ml*1), and then dehydrated and dried by using saturated aqueous sodium chloride and then anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography by eluting it with ethyl acetate-hexane (2:3), to obtain 150 mg of the desired product as a pale yellow resinous substance (E/Z=2/1). 1H NMR (CDCl3, Me4Si, 300 MHz) b 8.45 and 8.43 (d, J=1.8 Hz, 1H), 7.88 and 7.82 (s, 1H), 7.68 and 7.66 (d, J=1.8 Hz, 1H), 7.12 (bs, 1H), 6.85 and 6.75 (t, J=54.2 Hz, 1H), 4.70 and 4.46 (d, J=6.1, 4.9 Hz, 2H), 4.47 and 4.36 (sep, J=6.3 Hz, 1H), 3.90 and 3.87 (s, 3H), 1.4-1.55 (m, 1H), 1.32 and 1.18 (d, J=6.3 Hz, 6H), 0.8-1.0 (m, 4H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-(Difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid, its application will become more common.

The origin of a common compound about 3-(Difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Adding a certain compound to certain chemical reactions, such as: 176969-34-9, name is 3-(Difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid, belongs to pyrazoles-derivatives compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 176969-34-9, COA of Formula: C6H6F2N2O2

To 176 mg of 3-difluoromethyl-1-methyl-1 H-pyrazole-4-carboxylic acid in 1 ml of dichloromethane, 10 mg of N,N-dimethylformamide and 381 mg of oxalyl chloride were added, and the mixture was stirred at room temperature for 1 hour. After completion of the reaction, the solvent was evaporated under reduced pressure, and the resulting residue was dissolved in 2 ml of dichloromethane, and to the solution, 190 mg of the 2-amino-1-(3,5-dichloropyridin-2-yl)ethanone-O-ethyloxime prepared in Step 5 in Synthetic Example 2 in 2 ml of dichloromethane and then 91 mg of pyridine were added dropwise with stirring under cooling with ice, and after the addition, the mixture was stirred at room temperature for another 2 hours. After completion of the reaction, the reaction mixture was mixed with 10 ml of water and extracted with chloroform (20 ml*1), the resulting organic layer was washed with water (10 ml*1) and dried over saturated aqueous sodium chloride and then anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The resulting residue was purified by silica gel column chromatography using ethyl acetate-hexane (with a gradient of from 1:4 to 1:1) as the eluent to obtain 165.3 mg of a pale yellow resinous substance. The resinous substance was dissolved in 5 ml of acetic acid and stirred at 70C for 2 hours, the solvent was evaporated under reduced pressure, and the resulting residue was purified by silica gel column chromatography using ethyl acetate-hexane (with a gradient of from 1:4 to 1:1) as the eluent to obtain 130.6 mg of the desired product as a colorless resinous substance (E/Z=1/1). 1H NMR (CDCl3, Me4Si, 300MHz) delta8.50 and 8.47 (d, J=2.1 Hz, 1 H), 7.90 and 7.86 (s, 1H), 7.76 and 7.75 (d, J=2.1Hz, 1H), 6.9-7.1 (m, 1H), 6.84 and 6.73 (t, J=54.3Hz, 1H), 4.71 and 4.49 (d, J=6.0Hz, 2H), 4.31 and 4.14 (q, J=7.2Hz, 2H), 3.92 and 3.89 (s, 3H), 1.36 and 1.23 (t, J=7.2Hz, 3H).

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Some tips on 3-(Difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid

The chemical industry reduces the impact on the environment during synthesis 3-(Difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid. I believe this compound will play a more active role in future production and life.

Electric Literature of 176969-34-9, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 176969-34-9, name is 3-(Difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows.

Sulfuric acid (98 %; 64.37 g) was dropwise added to a mixture of 3-(difluoromethyl)- 1 -methyl- lH-pyrazole (73.5 g, 0.56 mol), Iodine (67.5 g, 0.27 mol), potassium iodate (31 g, 0.14 mol) and acetic acid (816 g) at about 45C in about 20 minutes. The temperature of the reaction mixture was raised to a temperature of about 60C and maintained at the same temperature for an hour. The reaction mixture was quenched with water (500ml) at about 25C to about 30C, the mixture was neutralized with an aqueous solution of sodium bisulfite (lOOml). The mixture was extracted with dichloromethane (200ml). The layers were separated and washed twice with water (500 ml). The organic layers were combined and concentrated to give 3- (difluoromethyl)-4-iodo- 1 -methyl- 1 H-pyrazole. Yield: 90 %; Purity: 96 %

The chemical industry reduces the impact on the environment during synthesis 3-(Difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid. I believe this compound will play a more active role in future production and life.

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The proportionality constant is the rate constant for the particular unimolecular reaction. the reaction rate is directly proportional to the concentration of the reactant. I hope my blog about 176969-34-9 is helpful to your research. HPLC of Formula: C6H6F2N2O2.

Chemistry, like all the natural sciences, begins with the direct observation of nature¡ª in this case, of matter.176969-34-9, Name is 3-(Difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid, SMILES is O=C(C1=CN(C)N=C1C(F)F)O, belongs to pyrazoles-derivatives compound. In a document, author is Ghorbanpour, Monireh, introduce the new discover, HPLC of Formula: C6H6F2N2O2.

Novel pyrazolate-bridged binuclear Ni(II), Cu(II) and Zn(II) complexes: Synthesis, X-ray crystal structure and nonlinear optical studies

In this paper, a pyrazole based ligand (1) containing nitrogen and sulfur donors was prepared and used in the synthesis of the following new binuclear Ni(II), Cu(II), and Zn(II) complexes [Ni-2(EtNCSPz(Me2))(2)(mu-Pz(Me2))(2)] (2), [Cu-2(EtNCSPz(Me2))(2)(mu-Pz(Me2))(2)] (3) and [Zn-2(EtNCSPz(Me2))(2)(mu-Rz(Me2))(2)] (4). The ligand and complexes were characterized by spectroscopic and physico-chemical methods. The crystal structure of [Ni-2(EtNCSPz(Me2))(2)(mu-Pz(Me2))(2)] was determined by X-ray diffraction analysis. Crystal structure of the (2) describes a binuclear complex, in which nickel ions are bonded by N3S donor atoms set in distorted square planar coordination geometry and the dimethyl pyrazolate groups are placed as the bridge among the metal centers. The nonlinear optical responses of the prepared ligand and metal complexes were investigated under irradiation of 35 mW continuous wave He-Ne (632.8 nm) laser. The z-scan technique was applied for measurement the second-order refractive index (n(2)) of the synthesized samples. Results show that copper complex (3), demonstrates the highest value of the measured n(2) ( – 10.18 x 10(-7) mmW(-1)).

The proportionality constant is the rate constant for the particular unimolecular reaction. the reaction rate is directly proportional to the concentration of the reactant. I hope my blog about 176969-34-9 is helpful to your research. HPLC of Formula: C6H6F2N2O2.

Reference:
Pyrazole – Wikipedia,
,Pyrazoles – an overview | ScienceDirect Topics

Final Thoughts on Chemistry for C6H6F2N2O2

Interested yet? Read on for other articles about 176969-34-9, you can contact me at any time and look forward to more communication. Quality Control of 3-(Difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid.

The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature. 176969-34-9, Name is 3-(Difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid, SMILES is O=C(C1=CN(C)N=C1C(F)F)O, in an article , author is Merillas, Beatriz, once mentioned of 176969-34-9, Quality Control of 3-(Difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid.

Luminescent Rhenium(I)tricarbonyl Complexes Containing Different Pyrazoles and Their Successive Deprotonation Products: CO2 Reduction Electrocatalysts

Cationic fac-[Re(CO)(3)(pz*H)(pypzH)]OTf (pz*H = pyrazole, pzH; 3,5-dimethylpyrazole, dmpzH; indazole, indzH; 3-(2-pyridyl)pyrazole, pypzH) were obtained from fac[ReBr(CO)(3)(pypzH)] by halide abstraction with AgOTf and subsequent addition of the corresponding pyrazole. Successive deprotonation with Na2CO3 and NaOH gave neutral fac[Re(CO)(3)(pz*H)(pypz)] and anionic Na{fac-[Re(CO)(3)(pz*)(pypz)]} complexes, respectively. Cationic fac-[Re(CO)(3)(pz*H)(pypzH)]OTf, neutral complexes fac-[Re(CO)(3)(pz*H)(pypz)], and fac-[Re(CO)(3)(pypz)(2)Na] were subjected to photophysical and electrochemical studies. They exhibit phosphorescent decays from a prevalently (MLCT)-M-3 excited state with quantum yields (F) in the range between 0.03 and 0.58 and long lifetimes (tau from 220 to 869 ns). The electrochemical behavior in Ar atmosphere of cationic and neutral complexes indicates that the oxidation processes assigned to Re-I -> Re-II occurs at lower potentials for the neutral complex compared to cationic complex. The reduction processes occur at the ligands and do not depend on the charge of the complexes. The electrochemical behavior in CO2 saturated media is consistent with CO2 electrocatalyzed reduction, where the values of the catalytic activity [i(cat)(CO2)/i(cat)(Ar)] ranged from 2.7 to 11.5 (compared to 8.1 for fac-[Re(CO)(3)Cl(bipy)] studied as a reference). Controlled potential electrolysis for the pyrazole cationic (3a) and neutral (4a) complexes after 1 h affords CO in faraday yields of 61 and 89%, respectively. These values are higher for indazole complexes and may be related to the acidity of the coordinated pyrazole.

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Reference:
Pyrazole – Wikipedia,
,Pyrazoles – an overview | ScienceDirect Topics

The Absolute Best Science Experiment for 3-(Difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid

Note that a catalyst decreases the activation energy for both the forward and the reverse reactions and hence accelerates both the forward and the reverse reactions. you can also check out more blogs about 176969-34-9. Application In Synthesis of 3-(Difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid.

Chemistry, like all the natural sciences, Application In Synthesis of 3-(Difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid, begins with the direct observation of nature¡ª in this case, of matter.176969-34-9, Name is 3-(Difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid, SMILES is O=C(C1=CN(C)N=C1C(F)F)O, belongs to pyrazoles-derivatives compound. In a document, author is Baral, Khagendra R., introduce the new discover.

Nitrous oxide emissions after renovation of festulolium, and mitigation potential of 3,4-dimethyl pyrazole phosphate (DMPP)

High-yielding perennial grass can, when compared to classical grain crop production, considerably increase biomass yields per unit area in Northern European agriculture, which is important to meet the demand for biomass in a growing bioeconomy. Potential benefits for the carbon footprint will, however, depend on greenhouse gas (GHG) emissions during the entire biomass production cycle, which includes grassland renovation at regular intervals to maintain high biomass yields. The renovation phase may accelerate nitrous oxide (N2O) emissions associated with residue decomposition. This study examined the effect of renovating a six-year old festulolium (x Festulolium braunii L.) crop on N2O emissions. As a secondary objective, the study evaluated the potential for mitigating N2O emissions in spring by spraying the sward with a nitrification inhibitor containing 3,4-dimethylpyrazole phosphate (DMPP) prior to cultivation. A replicated split-plot design was used, where one half of each main plot was rotovated and seeded with spring barley (Hordeum vulgare L.) as a catch crop during spring, followed by ploughing and reseeding of festulolium in the autumn. In the other half of each main plot, festulolium was left without cultivation as reference. Four subplots were defined within both cultivated plots and reference plots with ( + DMPP) or without ( – DMPP) DMPP spraying of festulolium before cultivation, and with (F) or without (NF) fertilisation with 119, 425 and 50 kg N ha(-1) in spring barley, festulolium and re-established festulolium, respectively. All four combinations of DMPP treatment and fertilisation were represented, i.e., F + DMPP, F-DMPP, NF + DMPP and NF-DMPP. Monitoring of N2O emissions occurred in two periods, April-June (spring) and August-October (autumn). In the autumn, where festulolium was reestablished, N2O emissions were only monitored in the plots without DMPP treatment in spring, since potential legacy effects of DMPP were not part of this study. Cultivation increased N2O emissions 2.5-fold in spring, and 2-fold in autumn, compared to uncultivated plots. The N2O emissions induced by fertilisation were similar from cultivated and reference plots, and emission factors for spring barley (Apr-Jun), re-sown festulolium (Aug-Oct) and uncultivated festulolium (reference, Apr-Oct) during the monitoring periods were, respectively, 0.40, 0.42 and 0.12%. Spraying festulolium with DMPP delayed the transformation of ammonium to nitrate during spring. DMPP did not reduce N2O emissions significantly in this study. In contrast, there was an apparent interaction between decomposing residues and mineral fertiliser with respect to emissions of N2O, which is a potential GHG mitigation target.

Note that a catalyst decreases the activation energy for both the forward and the reverse reactions and hence accelerates both the forward and the reverse reactions. you can also check out more blogs about 176969-34-9. Application In Synthesis of 3-(Difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid.

Reference:
Pyrazole – Wikipedia,
,Pyrazoles – an overview | ScienceDirect Topics

Extended knowledge of C6H6F2N2O2

A reaction mechanism is the microscopic path by which reactants are transformed into products. Each step is an elementary reaction. In my other articles, you can also check out more blogs about 176969-34-9. Recommanded Product: 176969-34-9.

Chemistry is the experimental science by definition. We want to make observations to prove hypothesis. For this purpose, we perform experiments in the lab. , Recommanded Product: 176969-34-9, 176969-34-9, Name is 3-(Difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid, molecular formula is C6H6F2N2O2, belongs to pyrazoles-derivatives compound. In a document, author is Ibrahim, Magdy A., introduce the new discover.

SYNTHETIC APPROACH FOR BUILDING HETEROANNULATED FURO[3,2-g]CHROMENES USING 4,9-DIMETHOXY-5-OXO-5H-FURO[3,2-g]CHROMENE-6-CARBONITRILE AND CYCLIC CARBON NUCLEOPHILE

A novel series of polyfused heterocyclic systems containing furo[3,2-g]chromenes were efficiently synthesized. The reactivity of 4,9-dimethoxy-5-oxo-5H-furo[3,2-g]chromene-6-carbonitrile (1) was studied towards a variety of carbon nucleophilic reagents such as heterocyclic enols, heterocyclic enamines and cyclic active methylene compounds. Treatment of carbonitrile 1 with 4-hydroxycoumarin, 4-hydroxy-1-methylquinolin-2(1H)-one (3), 2-hydroxy-4H-pyrido[1,2-a]pyrimidin-4-one (4) afforded furodichromenopyridine 2, furochromenonaphthyridine 5, furochromenodipyridopyrimidine 6. Reaction of carbonitrile 1 with 4(6)-aminouracil and 5-amino-3-methyl-1H-pyrazole proceed through ring opening followed by cycloaddition into the nitrile group giving pyrido[2,3-d]pyrimidine 7 and pyrazolo[3,4-b]pyridine 8. Also, reaction of carbonitrile 1 with 5-amino-2,4-dihydro-3H-pyrazol-3-one (9), 2-(phenylimino)-1,3-thiazolidin-4-one (11), thiobarbituric acid and cyclohexane-1,3-dione produced the novel annulated furo[3,2-g]chromenes 10, 12-14, respectively. Cyclohexane-1,2-dione reacted with carbonitrile 1 in 1:2 molar ratio afforded bis-(furochromeno)[1,10]phenanthroline 15. The prepared compounds were screened in vitro for their antimicrobial activity and some of them appeared notable activity against the tested microorganisms.

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Reference:
Pyrazole – Wikipedia,
,Pyrazoles – an overview | ScienceDirect Topics