Tag: M.W:100-200

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. 2458-26-6, name is 3-Phenyl-1H-pyrazole, A new synthetic method of this compound is introduced below., 2458-26-6

3-Phenylpyrazole (2.00 g, 13.87 mmol) as a solid was added to a stirred slurry of NaH (0.33 g, 13.87 mmol) in THF (60 mL) at r.t. After 30 min SOCl2 (0.50 mL, 0.83 g, 6.94 mmol) was added in one portion via syringe and the resulting mixture stirred at r.t. for 5 min. After addition of 3,4-dihydroxybenzaldehyde (0.96 g, 6.94 mmol) and pyridine (5.60 mL, 4.78 g, 60.40 mmol), the reaction mixture was kept at reflux temperature for 16 h. H2O (50 mL) was added and the aqueous phase extracted into CH2Cl2 (3 ¡Á 50 mL). The combined organic extracts were washed with brine, dried over MgSO4, filtered, and the filtrate was evaporated to dryness in vacuo. The crude product was purified by column chromatography (silica gel; CHCl3/EtOAc 1:1). All product-containing fractions were concentrated by rotary evaporation at 40 C and upon cooling to r.t. colorless 1(Ph) precipitated, which was isolated by filtration and washed with Et2O. Yield: 1.53 g (54%). Rf = 0.63 (silica gel, CHCl3/EtOAc 1:1). 1H NMR (400.1 MHz, d6-DMSO) delta = 6.48 (dd, 3JHH = 8.3, 4JHH = 2.0, 1 H; HQ-H6), 6.66 (d, 4JHH = 2.0, 1 H; HQ-H2), 6.76 (d, 3JHH = 8.3, 1 H; HQ-H5), 6.84 (d, 3JHH = 2.5, 2 H; pz-H4), 7.31 (m, 2 H; Ph-H4), 7.41 (m, 4 H; Ph-H3), 7.82 (m, 4 H; Ph-H2), 7.91 (s, 1 H; CH), 7.94 (d, 3JHH = 2.5, 2 H; pz-H5), 9.15 (bs, 2 H; OH). 13C NMR (100.6 MHz, d6-DMSO) delta = 76.7 (Cpz2), 103.5 (pz-C4), 114.4 (HQ-C2), 115.5 (HQ-C5), 118.2 (HQ-C6), 125.3 (Ph-C2), 127.2 (HQ-C1), 127.8 (Ph-C4), 128.7 (Ph-C3), 131.9 (pz-C5), 132.8 (Ph-C1), 145.3, 146.1 (HQ-C3,4), 151.0 (pz-C3). ESI-MS: m/z (%) 263 (67) [M – Phpz]-, 408 (100) [M – H]-. Anal. Calcd (%) for C25H20N4O2 (408.45): C 73.51, H 4.94, N 13.72. Found: C 73.22, H 4.86, N 13.67.

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.

Adding a certain compound to certain chemical reactions, such as: 26621-44-3, name is 3-Nitro-1H-pyrazole, 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 26621-44-3, 26621-44-3

K2003 (48.9 g, 353.8 mmol) is added to a solution of 3-nitro-1H-pyrazole (20.0 g,176.9 mmol) in THF (200 mL) followed by 2-bromo-ethanol (18.8 mL, 265.3 mmol) and the mixture is heated under reflux for 24 h. After cooling, the mixture is partitioned between water (200 mL) and EtOAc (200 mL). The phases are separated and the aqueous phase is extracted with EtOAc (2 x 200 mL). The combined organic phases aredried (MgSO4), filtered and concentrated in vacuo. The crude residue is purified by trituration from Et20, the solid is collected by filtration and washed with Et20, DCM and Et20 again. The filtrate is concentrated in vacuo and is triturated from Et20. The solids are combined to give the title compound (18.1 g, 64 % yield) as an off-white solid.

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-Nitro-1H-pyrazole, other downstream synthetic routes, hurry up and to see.

16617-46-2, Adding a certain compound to certain chemical reactions, such as: 16617-46-2, name is 3-Amino-1H-pyrazole-4-carbonitrile, 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 16617-46-2.

A solution of diethyl isopropylmalonate (2.1?mL, 10?mmol), 3-amino-4-pyrazolecarbonitrile (1.1?g, 10?mmol), and NaOEt (20% in EtOH, 10?mL) in EtOH (5?mL) was heated by MW at 160?C for 0.5?h. MeOH was added to the reaction mixture and the reaction mixture was acidified with 4?N HCl in AcOEt to adjust the pH to 1. The precipitate was collected by filtration and washed with Et2O to give 28 (2.18?g, quant.): 1H NMR (DMSO-d6, 300?MHz, delta; ppm), 8.21 (1H, s), 3.21 (1H, m), 1.21 (6H, d, J?=?6.6?Hz).

According to the analysis of related databases, 16617-46-2, the application of this compound in the production field has become more and more popular.

3469-69-0, 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. 3469-69-0 name is 4-Iodopyrazole, 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.

4-Iodo-1H-pyrazole (5.0 g, 25.8 mmol) was suspended in toluene (50 mL) and ethoxyethene (3.70 mL, 38.7 mmol) was added. To the suspension was added HC1 [4M in dioxane] (0.161 mL, 0.644 mmol) and the reaction mixture was heated to 35 C for 1 hour. The reaction mixture was quenched with solid NaHCO3 and stirred for 1 hour. The reaction mixture was filtered and concentrated. The residue was purified by Kugelrohr distillation to afford 1-(1-ethoxyethyl)-4-iodo-1H-pyrazole (7.1 g, 26.7 mmol, 104 % yield) as a pale yellow oil.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Iodopyrazole, and friends who are interested can also refer to it.

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. 26621-44-3, name is 3-Nitro-1H-pyrazole, A new synthetic method of this compound is introduced below., 26621-44-3

To a solution of 3-nitro-1H-pyrazole (25 g, 221.09 mmol, 1 eq) in DMF (300 mL) was added NaH (10.61 g, 265.31 mmol, 60 wt.% in mineral oil, 1.2 eq) at 0 C under N2. The suspension was stirred at 0 C for 0.5 hour, then 2-bromopropane (27.19 g, 221.09 mmol, 1 eq) was added dropwise to the reaction mixture at 0 C. The reaction mixture was stirred at 15 C for 12 hours. The reaction mixture was quenched with saturated aqueous NH4Cl solution (200 mL), diluted with water (500 mL) and extracted with EtOAc (3 ¡Á 500 mL). The organic phases were washed with brine (500 mL), dried over anhydrous Na2SO4, filtered and concentrated in vacuum. The residue was purified by column chromotography (SiO2, Petroleum ether: Ethyl acetate, 1:0 to 5 :1) to give the title compound (15 g, 43.73% yield) as a yellow oil.1H NMR (400 MHz, CDCl3): d 7.49 (d, 1 H), 6.89 (d, 1 H), 4.65-4.54 (m, 1 H) and 1.57 (d, 6 H).

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.

82560-12-1, name is 3-Amino-5-tert-butylpyrazole, belongs to pyrazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. 82560-12-1

lution of Intermediate 11a (444 mg, 1.9 mmol), 3-tert-butyl- lH- pyrazole-5-amine (312 mg, 2.2 mmol) and trans-N,N’-dimethyl-cyclohexane- diamine (53.0 mg, 0.4 mmol) was formed in toluene (5 mL). Potassium carbonate (543 mg, 3.9 mmol) was added and the mixture degassed by bubbling nitrogen through it. Copper(I) iodide (36.0 mg, 0.2 mmol) was added and the mixture was sealed in a microwave vial and heated under microwave irradiation at 150C for 2 h. The resulting mixture was partitioned between EtOAc/Water and extracted with EtOAc. The combined organics were dried over Na2SO4, filtered and evaporated. Purification by FCC, eluting with a gradient of 25-100% EtOAc in cyclohexane, gave the title compound (200 mg, 43%). LCMS (Method 3): Rt 2.30 min, m/z 250 [MH+].

Statistics shows that 82560-12-1 is playing an increasingly important role. we look forward to future research findings about 3-Amino-5-tert-butylpyrazole.

A common heterocyclic compound, 402-61-9, name is 5-Methyl-1H-pyrazole-3-carboxylic acid, molecular formula is C5H6N2O2, 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. 402-61-9.

A solution of Pb(OAc)2¡¤3H2O (0.0379 g, 0.1 mM) in water (3 mL) was added to a solutionof H2MPCA (0.0126 g, 0.1 mM) in 6 mL of a 1 : 1 (v : v) EtOH and water and stirred for 1h. The resulting solution was evaporated at room temperature. Colorless crystals of 1(0.0178 g, 78%) suitable for single-crystal X-ray diffraction analysis were obtained after one day.

The synthetic route of 5-Methyl-1H-pyrazole-3-carboxylic acid has been constantly updated, and we look forward to future research findings.

Some common heterocyclic compound, 2075-46-9, name is 4-Nitro-1H-pyrazole, molecular formula is C3H3N3O2, 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. 2075-46-9

To a solution of 4-nitro-lH-pyrazole (2.5 g, 22.11 mmol) in THF (50 mL) was added NaH (0.973 g, 24.32 mmol) and the mixture was stirred at rt for 5 min. To this suspension was then added Mel (1.382 mL, 22.11 mmol) and stirred at rt overnight. The reaction mixture was then diluted with EtOAc and washed with brine. The organic layer was concentrated, followed by purification using normal phase chromatography to yield l-methyl-4-nitro-lH-pyrazole a as white solid (1.9 g, 80%). NMR (400 MHz, CDC13) 5 ppm 8.12 (s, 1H), 8.06 (s, 1H), 3.97 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2075-46-9, its application will become more common.

7119-95-1, 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 7119-95-1 as follows.

Concentrated sulphuric acid (80 ml) was added dropwise to a stirred sample of 1-nitropyrazole (20.3 g) that was cooled in an ice-bath. The resultant mixture was stirred for 16 hours and allowed to warm to ambient temperature. The mixture was poured onto ice and stirred for 20 minutes. The resultant solid was isolated and washed with water. The filtrate was neutralised by the addition of potassium carbonate and extracted with diethyl ether. The recovered solid was added to the diethyl ether solution and the resultant solution was washed with a saturated aqueous sodium chloride solution, dried over magnesium sulphate and filtered. Petroleum ether (b.p. 60-80¡ãC) was added to the filtrate which was concentrated by evaporation to a volume of about 50 ml. A precipitate formed which was isolated by filtration. There was thus obtained 4-nitropyrazole (16 g); 1H NMR Spectrum: (DMSOd6 + CF3CO2H) 8.57 (s, 2H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 7119-95-1, and friends who are interested can also refer to it.

16034-46-1, 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. 16034-46-1, name is 1-Methyl-1H-pyrazole-5-carboxylic acid belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 5-bromoindoline (200 mg, 1.01 mmol, 1 eq) and 2-methylpyrazole-3-carboxylic acid (127.35 mg, 1.01 mmol, 1.0 eq) in EtOAc (10 mL) was added T3P (1.93 g, 3.03 mmol, 1.80 mL, 50%, 3.0 eq) and DIEA (652.54 mg, 5.05 mmol, 879.44 muL, 5.0 eq). The mixture was stirred at 60 C. for 3 h. The reaction mixture was concentrated under reduced pressure to give a residue which was purified on silica gel column chromatography (from PE/EtOAc=1/0 to 10/3, TLC: PE/EtOAc=3/1, Rf=0.42) to give the product (5-bromoindolin-1-yl)-(2-methylpyrazol-3-yl)methanone (300 mg, 960.29 mumol, 95.1% yield, 98.0% purity) as a white solid 1H NMR (400 MHz, CDCl3) delta ppm 8.08 (s, 1H), 7.52 (d, J=2.2 Hz, 1H), 7.30-7.37 (m, 2H), 6.53 (d, J=2.0 Hz, 1H), 4.24 (t, J=8.3 Hz, 2H), 4.08 (s, 3H), 3.18 (t, J=8.3 Hz, 2H); ES-LCMS m/z 306.0, 308.0 [M+H]+.

The synthetic route of 16034-46-1 has been constantly updated, and we look forward to future research findings.