Tag: M.W=300-400

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 17635-44-8, name is 3,4,5-Tribromopyrazole, A new synthetic method of this compound is introduced below., Formula: C3HBr3N2

EXAMPLE 30 Preparation of 3,4,5-Tribromo-alpha-methylpyrazole-1-acetic acid A quantity (3.04 gm., 0.01 mole) of 3,4,5-tribromopyrazole was dissolved in 70 ml. acetone and 2.76 gm. (0.02 mole) solid anhydrous potassium carbonate was added. The mixture was heated at the reflux temperature with stirring for 10 minutes and, after cooling, 2.0 gm. (0.011 mole) ethyl 2-bromopropionate was added. This reaction mixture was heated at the reflux temperature for 11/2 hrs. After cooling, an aqueous solution of sodium hydroxide (0.5 gm. in 90 ml. water) was added. The acetone was distilled off and the remaining aqueous solution was heated at the reflux temperature for 2 hrs. The clear solution thus obtained was cooled and acidified to about pH 2 with 2 N hydrochloric acid. A white precipitate that formed was collected on a filter, washed with water, and dried. There was thus obtained 3.55 gm. (95% yield) of 3,4,5-tribromo-alpha-methylpyrazole-1-acetic acid having a melting point at 162 to 164 C., identical with the product of Example 5.

The synthetic route of 17635-44-8 has been constantly updated, and we look forward to future research findings.

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 871239-17-7, name is 3-Bromo-1-(2-chlorophenyl)-1H-pyrazole-5-carboxylic acid belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C10H6BrClN2O2

EXAMPLE 3; Preparation of 3-bromo-1- (2-chlorophenyl)-N-[2,4-dichloro carbonyl]phenyl]-1H-pyrazol-5-carboxamide; Step A: Preparation of 2-[3-bromo-1-(2-chlorophenyl)-1H-pyrazol-5-yl]-6,8-dichloro- 4H-3, 1 -benzoxazin-4-one; To a mixture of 3-bromo-1-(2-chlorophenyl)-lH-pyrazole-5-carboxylic acid (i. e. the carboxylic acid product of Example 1, Step E) (3.0 g, 9.44 mmol) and 3,5-dichloroanthranilic acid (1.94 g, 9.44 mmol) in acetonitrile (60 mL) was added 3-picoline (4.81 mL, 49.1 mmol) at room temperature, and the reaction mixture was stirred for 5 minutes. The reaction mixture was cooled to -10 C and methanesulfonyl chloride (1.91 mL, 24.56 mmol) in acetonitrile (5 mL) was added dropwise. The reaction mixture was warmed to room temperature and stirred overnight. The resulting solids were isolated by filtration, washed with water, then dissolved in excess methylene chloride and dried (MgS04). The solvent was evaporated under reduced pressure, and the residual solid was purified by chromatography on silica gel to afford the title compound (2.0 g). 1H NMR (CDC13) No. 8.0 (s, 1H), 7.72 (s, 1H), 7.4-7.55 (m, 4H), 7.28 (s, 1H)

The synthetic route of 871239-17-7 has been constantly updated, and we look forward to future research findings.

Application of 120068-79-3,Some common heterocyclic compound, 120068-79-3, name is 5-Amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-1H-pyrazole-3-carbonitrile, molecular formula is C11H5Cl2F3N4, 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.

Further comparative experiments are conducted employing the following preparation procedure; To a 750 ml reactor with a mechanical stirrer and a thermometer containing the amine acid complex (1.5 eq.), 147 g anhydrous toluene (6.5 eq.), and 44.8 g CF3SOCI (1.2 eq.) under an argon atmosphere at 0 0C was added vacuum dried 5-amino-1-(2,6- dichloro-4-trifluoromethyl-phenyl)-1 H-pyrazole-3-carbonitrile (1 eq., 79.5 g, 245 mmol, 99 % purity). The reaction mixture was kept at 5 0C for 60 min and then heated to 35 0C within 45 min. The temperature of 35 0C was kept for another 10 hours before quenching the reaction with 200 g of sodium hydroxide solution (10 wt.%). The resulting suspension was diluted with 176 ml of ethylacetate. After phase separation the organic layer was washed once with sodium hydroxide solution (10 wt.%). After phase separation, the organic layer was analyzed by quantitative HPLC. The product was crystallized from a mixture of ethylacetate and toluene affording the title compound as a white crystalline powder.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-1H-pyrazole-3-carbonitrile, its application will become more common.

Related Products of 152120-54-2, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 152120-54-2 as follows.

Compound 48 (200 mg), N,N?-bis(tert-butoxycarbonyl)-1H-pyrazole-1-carboxamidine (11) (420 mg) and diisopropylethylamine (0.12 mL) were dissolved in THF (4 mL). The mixture was stirred at room temperature for 12 h and then evaporated in vacuo. The residue was purified with silica gel chromatography (5% CHCl3/MeOH) to give tert-butyl {(E)-({4-[2-(2-acetamido-5-{2-[4-(methylsulfonyl)phenyl]ethyl}-1,3-thiazol-4-yl)ethyl]phenyl}amino)[(tert-butoxycarbonyl)amino]methylene}carbamate (307 mg, 99%). tert-Butyl {(E)-({4-[2-(2-acetamido-5-{2-[4-(methylsulfonyl)phenyl]ethyl}-1,3-thiazol-4-yl)ethyl]phenyl}amino)[(tert-butoxycarbonyl)amino]methylene}carbamate (228 mg) was dissolved in 4 M HCl/ dioxane (5 mL). The mixture was stirred at room temperature overnight and then evaporated in vacuo. The residue was triturated with AcOEt to give 49 (183 mg, 106%) as a white solid. 1H NMR (DMSO-d6) delta 2.16 (3H, s), 2.67 (4H, br s), 2.82-2.94 (4H, m), 3.14 (3H, s), 7.12 (2H, d, J = 8.4 Hz), 7.20 (2H, d, J = 8.4 Hz), 7.43 (2H, d, J = 8.4 Hz), 7.82 (2H, d, J = 8.4 Hz), 9.87 (1H, s), 11.97 (1H, s); FAB MS m/e (M+H)+ 486; HRMS calcd for C23H28N5O3S2 (M+H)+: 486.1634, found: 486.1633.

According to the analysis of related databases, 152120-54-2, the application of this compound in the production field has become more and more popular.

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 120068-79-3, name is 5-Amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-1H-pyrazole-3-carbonitrile belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 120068-79-3

Example E4 5-Amino-3-cyano-4-(cyclohex-1-enyl)-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole A solution of 5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl) pyrazole (1 g, the compound of Reference Example 1 from EP 295,117) and cyclohexanone (1.6 ml) in acetic acid (5 ml) was stirred and heated at 120 C. overnight under an atmosphere of nitrogen. The cooled reaction mixture was diluted with water and extracted with ethyl acetate and then ether. The combined organic extracts were washed with saturated aqueous sodium hydrogen carbonate solution, then water. After drying (MgSO4), evaporation gave the crude product which was purified by column chromatography on silica gel (50 g) eluted with dichloromethane:hexane (1:2), then dichloromethane:hexane (1:1). Combination and evaporation of appropriate fractions provided the title compound as a white solid m.p. 175-7 C. 1H-NMR (CDCl3) delta: 1.7 (m, 2H), 1.8 (m,2H), 2,2 (m, 2H), 2.45 (m, 2H), 3.74 (s, 2H), 5.9 (s, 1H), 7.78 (s, 2H) Microanalysis-found: C, 50.75, H. 3.07, N, 13.68%; C17H13Cl2F3N4 requires C,50.89, H, 3.27, N, 13.96%

The synthetic route of 120068-79-3 has been constantly updated, and we look forward to future research findings.

Related Products of 120068-79-3, A common heterocyclic compound, 120068-79-3, name is 5-Amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-1H-pyrazole-3-carbonitrile, molecular formula is C11H5Cl2F3N4, its 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.

Example 1; Sulfinylation of 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-1 H- pyrazole-3-carbonitrile with triethylamine hydrochloride, sodium trifluoromethylsulfinate and thionylchloride, in 6.5 molar equivalents of tolueneWithin a 3-neck, 50 ml. round bottom flask equipped with a magnetic stirrer bar and a thermometer were placed vacuum dried sodium trifluoromethylsulfinate (4.29 g, 27.5 mmol), vacuum dried triethylamine hydrochloride (5.16 g, 37.5 mmol), and 13 ml. an- hydrous toluene (6.5 molar equivalents relative to 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-1 H-pyrazole-3-carbonitrile) under an argon atmosphere. After cooling to 00C to 5 0C with an ice bath, thionylchloride (3.57 g, 30 mmol) was added slowly while keeping the reaction temperature below 5 0C. After stirring for another 30 min, vacuum dried 5-amino-1-(2,6-dichloro-4-trifluoromethyl-phenyl)-1 H-pyrazole-3- carbonitrile (8.03 g, 25 mmol, 99 % purity) was added at 5 0C, and the reaction mixture was heated to 50 0C within 5 min by a preheated water bath. The temperature of 50 0C was kept for another 6 hours before quenching the reaction with 50 ml. of saturated NaHCO3 solution. The resulting suspension was diluted with 30 ml. of ethylacetate. After phase separa- tion the organic layer was washed once with saturated NaHCtheta3 solution and concentrated under reduced pressure until dryness. The crude product was crystallized from refluxing toluene (100 g) affording the title compound as a white crystalline powder (8.06 g, 70 % yield, 94 % purity by quantitative HPLC). 1H-NMR (Bruker DRX-500, d6- DMSO): delta [ppm]: 8.33 (s), 7.57 (s).; Example 17; Sulfinylation of 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-1 H-pyrazole-3- carbonitrile with triethylamine tosylate, sodium trifluoromethylsulfinate and thionylchlo- ride, in 6.5 molar equivalents of tolueneThe preparation procedure was conducted as described above for example 1. The crude product was crystallized from refluxing toluene (100 g) affording the title compound as a white crystalline powder (44 % yield, 76 % purity by quantitative HPLC). No formation of insoluble material (as with diethylamine tosylate as the amine acid complex, compare example C4 of Table 3) was observed.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference of 718632-46-3, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 718632-46-3 name is 5-tert-Butyl 2-ethyl 3-amino-6,6-dimethylpyrrolo[3,4-c]pyrazole-2,5(4H,6H)-dicarboxylate, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To a suspension of 2-(l,3-dioxo-l,3-dihydro-isoindol-2-ylmethyl)-benzoic acid (1.35 g, 4.8 mmol) in dry dichloromethane (30 mL), at 0 C, under stirring, was added oxalyl chloride (2.1 mL, 24 mmol) and dry N,N-dimethylformamide (35 microL). The mixture was allowed to warm to room temperature, stirred for 1.5 hours then evaporated to dryness. The residue was diluted with dry toluene and evaporated again. The crude acyl chloride thus obtained (yellow solid) was dissolved in dry tetrahydrofuran (20 mL) and treated with N,N-diisopropylethylamine (2.5 mL, 15 mmol) and with a solution of 3- amino-6,6-dimethyl-4H,6H-pyrrolo[3,4-c]pyrazole-2,5-dicarboxylic acid 5-tert-butyl ester 2-ethyl ester (1.3 g, 4 mmol) in 15 mL of dry tetrahydrofuran. The mixture was stirred at room temperature for 2 days then evaporated to dryness. The residue was dissolved in dichloromethane, washed with IN HCl, water, saturated solution of NaHCC>3, brine, dried over sodium sulfate and evaporated to dryness. The crude was purified by flash chromatography on silica gel using dichloromethane/methanol 98.5:1.5 as the eluant affording the title compound as white solid (1.5 g).IH-NMR (400 MHz), delta (ppm, DMSOtZ6): 10.63 (bs, IH), 7.91-7.83 (m, 4H), 7.71 (m, IH), 7.58-7.46 (m, 2H), 7.37 (m, IH), 5.07 (s, 2H), 4.53 (bs, 2H), 4.43 (m, 2H), 1.63 (bs, 6H), 1.50 (s, 9H), 1.37 (m, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-tert-Butyl 2-ethyl 3-amino-6,6-dimethylpyrrolo[3,4-c]pyrazole-2,5(4H,6H)-dicarboxylate, and friends who are interested can also refer to it.

These common heterocyclic compound, 718632-46-3, name is 5-tert-Butyl 2-ethyl 3-amino-6,6-dimethylpyrrolo[3,4-c]pyrazole-2,5(4H,6H)-dicarboxylate, its 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. Recommanded Product: 5-tert-Butyl 2-ethyl 3-amino-6,6-dimethylpyrrolo[3,4-c]pyrazole-2,5(4H,6H)-dicarboxylate

Example 5; Preparation of 6,6-dimethyi-3-[4-(4-methyl-piperazin-1-yl)-2-nitro-benzoylamino]- 4H,6H-pyrrolo|;3,4-c]pyrazole-2,5-d.carboxylic acid 5-tert-butyl ester 2-thetathyl ester; 4-(4-rnethyip1perazin-1-yl)-2-nitro-ben;-oic acid (15 g, 49,7 mmol) in dry tetrahydrofuran (100 mL) was stirred with thionyl chloride (5 eq ., 18,1 mL, 2487 mmol) and a few drops of N,N-dimethyiformamide at 8QC for about 14 hours . After removal of the solvent under vacuum, the crude material was added portion-wise to a solution of 3-amino-6,6- dimethy.-4H,6H-pyrro.o[3,4~c]pyrazo.e-2,5-d.carboxytic acid 5-tert-butyl ester 2-ethyl ester (16 t g, 49 7 mmol) and IM.N-diethyiisopropylatnine (5 eq , 43 4 mL, 248 7 mmol} in 1 ,4- dioxane (200 mL) maintained under magnetic stirring at 80C The reaction mixture was stirred for about 6 hours at 80C After removal of the solvent, the crude material was diluted with dichloromethane (200 mL), washed with saturated sodium hydrogen carbonate solution (200 mL), dried over sodium sulphate, evaporated to dryness and purified by flash chromatography on sittca gel using acetone as the efuant. The titfe compound was obtained as light yellow powder (13 5 g, 47% yield). 1 H-NMR (400 MHz), 3. (ppm, DMSOd6): 10 70, 10 67{s, 1 H)1 7 68, 7 66 (d, J1 =8 78Hz, 1 H), 7 48(bs, I H), 7.30 (dd, J 1=8 78 Hz, J2=2.56 Hz, 1 H)1 4 47-4.39 (m, 4H), 3,41 (m, 4H), 2.52 (m, 4H), 2 27 (s, 3H), 1,63, 1 62 (s, 6H), 1.49, 1 46 (s, 9H)1 137, 1 36 (t, J=7 07 Hz1 3H); mixture of rotamers

The synthetic route of 5-tert-Butyl 2-ethyl 3-amino-6,6-dimethylpyrrolo[3,4-c]pyrazole-2,5(4H,6H)-dicarboxylate has been constantly updated, and we look forward to future research findings.

Related Products of 95162-14-4, A common heterocyclic compound, 95162-14-4, name is 4-Bromo-1-tritylpyrazole, molecular formula is C22H17BrN2, its 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 2) Synthesis of 4- (4-fluorophenyl) -1-trityl-lH- pyrazole To a suspension of 4-bromo-trityl-l.H-pyrazole (0.7 g) in N, N-dimethylformamide (14 ml) was added 4- fluorophenylboronic acid (0.377 g) , cesium carbonate (1.758 g) , and tetrakis triphenylphosphine palladium (0.208 g) . The resulting suspension was stirred at room temperature for 10 min. The irradiation of microwaves at 1600C for 10 min was sufficient to complete a reaction in the suspension. The product was filtered through silica gel, diluted in ethyl acetate (30 ml) and washed with saturated ammonium chloride solution (30 ml) and then with brine (30 ml) . The washed organic layer thus formed was dried over anhydrous magnesium sulfate and concentrated by evaporation in a vacuum. The residue thus obtained was separated using silica gel chromatography to produce 4- (4-fluorophenyl) -1- trityl-lH-pyrazole (yield 51%) .1H-NMROOOMHZ, CDCl3): 57.93 (s, IH), 7.62 (s, IH), 7.36-7.29(m, HH), 7.21-7.18(m, 6H).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 162758-35-2, name is 5-(4-Chlorophenyl)-1-(2,4-dichlorophenyl)-4-methylpyrazole-3-carboxylic acid, A new synthetic method of this compound is introduced below., SDS of cas: 162758-35-2

General procedure: To a mixture of carboxylic acid (1 mmol), EDC¡¤HCl (1.2 mmol) and HOBt (1.2 mmol) in dry dichloromethane (10 mL) was added a mixture of amine (1 mmol) and triethyl amine (1.5 mmol) in dichloromethane (5 mL) at 0 C. The mixture was stirred at room temperature till the completion of reaction (judged by TLC). The reaction mixture was diluted with additional DCM (20 mL). The organic layer was washed with water, brine and dried (Na2SO4). Concentration and purification over silica gel (100-200 mesh) afforded the desired compound.

The synthetic route of 162758-35-2 has been constantly updated, and we look forward to future research findings.