Tag: M.W:100-200

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. 3469-69-0

4-iodopyrazole (2g, 10.3mmol), potassium carbonate (2.14g),Methyl iodide (1.72 g) and 25 mL acetonitrile,The reaction was refluxed for 12 h. Spin dry under reduced pressure and add 50 mL of water.Extracted three times with 50 mL of ethyl acetate, and the organic layers were combined.The organic layer was dried over anhydrous Na 2 SO 4 and dried under reduced pressure.1-Methyl-4-iodopyrazole (2.1 g) was obtained.

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.

5334-40-7, Name is 4-Nitro-1H-pyrazole-3-carboxylic acid, 5334-40-7, 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.

Complex ZnL2*1.5H2O was synthesized in the reaction on the warm ethanolic solutions of Zn(CH3COO)2 and 4-nitro-3-pyrazolecarboxylic acid ligand (L) mixed in molar ratio 1:2. After 1 day, the microcrystal product was filtered off and washed with ethanol.

Statistics shows that 4-Nitro-1H-pyrazole-3-carboxylic acid is playing an increasingly important role. we look forward to future research findings about 5334-40-7.

A common compound: 3469-69-0, name is 4-Iodopyrazole, belongs to pyrazoles-derivatives compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 3469-69-0

1-(ethoxyethyl)-4-iodo-1H-pyrazole (20).; A 22 L 4-neck flask equipped with an mechanical stirrer, thermowell, N2 inlet and condenser was charged with 4-iodo-1H-pyrazole (14, 1.00 Kg, 5.16 mol) and toluene (10 L) and ethyl vinyl ether (18, 557 g, 740 mL, 7.73 mol, 1.5 equiv) was added. To the suspension 4 M HCl in dioxane (32 mL, 0.128 mol, 0.025 equiv) was added over 5 min with formation of a slightly thicker white suspension. The mixture was heated carefully to 35-40 C. at which point a mild exotherm to about 40 C. occurred with rapid dissolution of all solids to give a clear light yellow solution. The reaction mixture was heated at about 40 C. for an additional 0.5 hr until the GC analysis indicated the reaction was complete. The solution was allowed to cool to 25-30 C. and solid NaHCO3 (108 g, 1.29 mol, 0.25 equiv) was added. The suspension was stirred for 1 hr at room temperature to ensure the complete neutralization of HCl. The mixture was then filtered and the filtrate was concentrated under reduced pressure. The residual liquid was fractionally distilled to afford 1-(ethoxyethyl)-4-iodo-1H-pyrazole (20, 1.346 Kg, 1.373 Kg theoretical, 98%) as a pale yellow liquid (bp 89-93 at about 1 torr). For 20: 1H NMR (CDCl3, 250 MHz) delta ppm 7.61 (s, 1H), 7.47 (s, 1H), 5.46 (q, 1H, J=6.0 Hz), 3.48-3.23 (m, 2H), 1.60 (d, 3H, J=6.0 Hz), 1.11 (t, 3H, J=7.0 Hz); C7H11IN2O (MW, 266.08), LCMS (EI) m/e 267 (M++H).

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, 3469-69-0, other downstream synthetic routes, hurry up and to see.

Some common heterocyclic compound, 10010-93-2, name is 3-Methyl-5-(trifluoromethyl)-1H-pyrazole, molecular formula is C5H5F3N2, 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. 10010-93-2

Dissolve 5-methyl-3-(trifluoromethyl)pyrazole (1.00 g, 6.66 mmol) in 60% aqueous acetic acid (13 mL). Add sodium acetate (0.819 g, 9.99 mmol) and cool to 0 0C. Add bromine (1.17 g, 7.33 mmol) dropwise over 10 min.. Stir at 0 0C for 3 hr, then at room temperature for 18 hr. Add ethyl acetate and saturated aqueous sodium sulfite solution. Separate organics and wash one time with saturated aqueous sodium bicarbonate solution followed by saturated aqueous sodium chloride. Dry (magnesium sulfate), filter and concentrate to give 4-bromo-5-methyl-3-trifluoromethyl-lH-pyrazole (1.50 g, 100%). GC-MS: m/z = 229 [M+].

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 10010-93-2, its application will become more common.

5334-40-7, Adding some certain compound to certain chemical reactions, such as: 5334-40-7, name is 4-Nitro-1H-pyrazole-3-carboxylic acid, 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 5334-40-7.

A 2OL reaction vessel equipped with a digital thermometer and stirrer was charged with A- nitro-1 H-pyrazole-3-carboxylic acid (1.117 Kg, 7.1 1 mol, 1 wt) and methanol (8.950 L, 8 vol). The reaction mixture was stirred under nitrogen, cooled to O to 5 0C, thionyl chloride (0.581 L, 8.0 mol, 0.52 vol) added over 180 minutes and the resultant mixture allowed to warm to and stir at 18 to 22 0C overnight, after which time 1H NMR analysis (d6-DMSO) indicated reaction completion. The reaction mixture was concentrated under reduced pressure at 40 to 45 0C, the residue treated with toluene and re-concentrated (3x 2.250 L, 3x 2vol) under reduced pressure at 40 to 45 0C to give 4-nitro-1H-pyrazole-3-carboxylic acid methyl ester as an off-white solid (1.210 Kg, 99.5%).; Thionyl chloride (2.90 ml, 39.8 mmol) was slowly added to a mixture of 4-nitro-3- pyrazolecarboxylic acid (5.68 g, 36.2 mmol) in MeOH (100 ml) at ambient temperature and the mixture stirred for 48 hours. The mixture was reduced in vacuo and dried through azeotrope with toluene to afford 4-nitro-1H-pyrazole-3-carboxylic acid methyl ester as a white solid.; Stage 1 : Preparation of 4-nitro-1 H-pvrazole-3-carboxylic acid methyl ester 4-Nitro-1H-pyrazole-3-carboxylic acid (1.350Kg1 8.59 MoI, 1.0 wt) and methanol (10.80L, 8.0 vol) were charged to a flange flask equipped with a mechanical stirrer, condenser and thermometer. The suspension was cooled to O to 5C under nitrogen and thionyl chloride (0.702L, 9.62 MoI, 0.52 vol) added at this temperature. The mixture was warmed to 15 to 25C over 16 to 24 hours. Reaction completion was determined by 1H NMR analysis (d6- DMSO). The mixture was concentrated under vacuum at 35 to 45C and toluene (2.70L, 2.0 vol) charged to the residue and removed under vacuum at 35 to 45C. The toluene azeotrope was repeated twice using toluene (2.70L, 2.0 vol) to give 4-nitro-1 H-pyrazole-3- carboxylic acid methyl ester [1.467Kg, 99.8%th, 108.7% w/w, 1H NMR (d6-DMSO) concordant with structure, no entrained solvent] as an off-white solid.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 5334-40-7.

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. 112758-40-4, name is 3-Methyl-1H-pyrazole-4-carbaldehyde belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. 112758-40-4

To a solution of 3 -methyl- lH-pyrazole-4-carbaldehyde (1 g, 9.08 mmol) in acetonitrile (10 mL) is added potassium carbonate (1.76 g, 12.71 mmol) and 2,3- difluornitrobenzene (1.73 g, 10.90 mmol) and the mixture is stirred at room temperature overnight. Water is added and the organic phase is extracted with ethyl acetate. Organic layer is dried over sodium sulfate and the solvent evaporated under reduced pressure. The residue is purified by normal phase Isco chromatography using as eluent ethyl acetate/hexane (20-80%) to give a 62% yield of a mixture of regioisomers containing the title compound as major product that is used with no further purification. NMR is consistent with desired structure, although mixture of regiosomers is detected: NMR (MeOD): 9.98 (s, 1H), 8.65 (d, 1H, J= 1.6 Hz), 7.99-7.26 (m, 3H), 2.49 (s, 3H). A mixture of l-(2-fluoro-6-nitro-phenyl)-3 -methyl- lH-pyrazole-4-carbaldehyde (620 mg; 2.49 mmol) (as major compound in a mixture of regioisomers in the pyrazole) and Iron (1.40 g) in ethanol (5.1 mL) and water (5.1 mL) with few drops of acetic acid is heated at 90C for 2h. After that time, it is filtered over celite, and eluted with more ethanol. Mixture is concentrated under vacuum, basified with sodium bicarbonate (saturated aqueous solution) and extracted with dichloromethane. Organic layer is decanted, dried over magnesium sulfate and solvent evaporated under reduced pressure to give 500 mg of the title compound, as major product in a mixture of regioisomers in the pyrazole, that is used without further purification. MS (m/z): 220 (M+l).

The synthetic route of 112758-40-4 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 5334-40-7, name is 4-Nitro-1H-pyrazole-3-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 5334-40-7, 5334-40-7

Thionyl chloride (3.8 ml, 52.5 mmol) was added cautiously to a stirred, ice-cold mixture of 4-nitropyrazole-3-carboxylic acid (7.5 g, 47.7 mmol) in MeOH (150 ml), the mixture stirred at ambient temperature for 1 hour then heated at reflux for 3 hours. The reaction mixture was cooled, evaporated in vacuo then azeotroped with toluene to give 4-nitro-lH-pyrazole-3-carboxylic acid ethyl ester (8.8 g).

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, 4-Nitro-1H-pyrazole-3-carboxylic acid, other downstream synthetic routes, hurry up and to see.

16034-46-1, Name is 1-Methyl-1H-pyrazole-5-carboxylic acid, 16034-46-1, 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.

To a solution of tert-butyl [4-methyl-2-(3-methylbenzyl)-1,3-thiazol-5-yl]carbamate (300 g, 0.942 mmol) obtained in Example 221-D) in ethanol (2 mL) was added dropwise concentrated hydrochloric acid (0.670 mL) at room temperature, and the mixture was stirred at 50C for 1.5 hr. The reaction mixture was cooled to 0C, neutralized with 8M aqueous sodium hydroxide solution, adjusted to pH 10-11 with saturated aqueous sodium hydrogen carbonate solution, and extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The obtained residue was dissolved in DMA (9 mL), and 1-methyl-1H-pyrazole-5-carboxylic acid (143 mg, 1.13 mmol), HATU (430 mg, 1.13 mmol) and DIEA (0.0778 mL, 0.471 mmol) were added at room temperature. The reaction mixture was stirred at 60C for 5 hr, water and 0.1N hydrochloric acid were added and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium hydrogen carbonate solution and saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography [eluent: hexane-ethyl acetate (3:2-3:7)] and basic silica gel column chromatography [eluent: hexane-ethyl acetate (3:2-3:7)], and crystallized from ethyl acetate-hexane to give the title compound (116 mg) as colorless crystals (yield 38%). MS (ESI+): [M+H]+ 327. 1H NMR (300 MHz, DMSO-d6) delta 2.29 (6H, s), 4.04 (3H, s), 4.16 (2H, s), 7.03-7.16 (4H, m), 7.18-7.27 (1H, m), 7.53 (1H, d, J = 1.9 Hz), 10.47 (1H, s).

Statistics shows that 1-Methyl-1H-pyrazole-5-carboxylic acid is playing an increasingly important role. we look forward to future research findings about 16034-46-1.

5932-27-4, name is Ethyl 1H-pyrazole-3-carboxylate, 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. 5932-27-4

General procedure: To a suspension of NaH (60percent) (229 mg, 1.91 mmol) in DMF (10 mL) under nitrogen atmosphere a solution of Preparation 21 (660 mg, 1.91 mmol) in DMF (8 mL) was added. The mixture was stirred at room temperature for 30 min and then ethyl 2-bromo-2,2-difluoroacetate (586 muL, 3.81 mmol) in DMF (8 mL) was added and the reaction mixture stirred overnight at r.t. Solvent was removed and the residue was dissolved in ethyl acetate, washed with water and brine, dried over magnesium sulphate and concentrated. The crude was purified according to the General Purification Method to give the desired compound (10percent yield). LRMS: m/z 469 (M+1)+ Retention time: 7.77 min (Method B); Obtained (35percent) from Preparation 172 and iodoethane following the procedure described in Preparation 23, using dioxane as solvent. LRMS: m/z 169 (M+1)+ Retention time: 2.40 min (Method A) 1H NMR (400 MHz, CHLOROFORM-d) delta ppm 1.38 (t, J=7.23 Hz, 3 H) 1.44 (t, J=7.23 Hz, 3 H) 4.35 (q, J=7.16 Hz, 2 H) 4.61 (q, J=7.29 Hz, 2 H) 6.83 (d, J=1.95 Hz, 1 H) 7.48 (d, J=1.95 Hz, 1 H).

Statistics shows that 5932-27-4 is playing an increasingly important role. we look forward to future research findings about Ethyl 1H-pyrazole-3-carboxylate.

4522-35-4,Some common heterocyclic compound, 4522-35-4, name is 3-Iodo-1H-pyrazole, molecular formula is C3H3IN2, 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.

To a solution of 5-iodo-lH-pyrazole (0.2 g, 1.03 mmol) in dimethyl acetamide (3 ml) at 0C under argon was added sodium hydride 60% dispersion in mineral oil (41.2 mg, 1.03 mmol) in one portion. After stirring at 0C for 15 min, l-(bromomethyl)-4-methoxybenzene (207 mg, 1.03 mmol) was added in one portion. The cooling bath was removed and the mixture was stirred at room temperature for 17 hours. The mixture was diluted with ethyl acetate, and washed with water. The aqueous phase was back extracted with ethyl acetate. The combined organics were washed with water, dried over MgS04, filtered and evaporated. The residue was purified with flash column chromatography on silica eluting with a gradient formed from heptane and ethyl acetate (0 to 50 %) to provide the title compound as a colorless viscous oil (270 mg, 83 %). MS (m/e): 315.1 (M+H)+.

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