pyrazoles-derivatives

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. 402-61-9, name is 5-Methyl-1H-pyrazole-3-carboxylic acid, A new synthetic method of this compound is introduced below., 402-61-9

To 4 g (30 mmoles) of 5-methyl pyrazole 3-carboxylic acid are added 7.1 g (60 mmoles) of thionyl chloride, 150 ml of toluene and several drops of DMF. To the product obtained are then added 7.7 g of 2,6-dimethyl aniline (60 mmoles), 200 ml of toluene and again a few drops of DMF. 2.60 of the title product are obtained in the form of ochre crystals. Yield: 37.8% M.p. 190 C.

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.

The chemical industry reduces the impact on the environment during synthesis 139756-02-8, name is 4-Amino-1-methyl-3-N-propyl-1H-pyrazole-5-carboxamide, I believe this compound will play a more active role in future production and life. 139756-02-8

General procedure: A mixture of 4-amino-1-methyl-3-propyl-1H-pyrazole-5-carboxamide 1a (1.0 mmol), Ketones 2(1.0 mmol) and InCl3 (10 mol%,) in acetonitrile (6 mL) was stirred at room temperature for the time indicated in Table 3. After completion of the reaction (indicated by TLC) the reaction mixture was filtered and wash with acetonitrile (2 X 5 mL) to remove the insoluble catalyst. The filtrate was collected and concentrated under vacuum. The solid isolated was triturated with MTBE (10 mL), filtered and dried to give the desired product.

The chemical industry reduces the impact on the environment during synthesis 139756-02-8. I believe this compound will play a more active role in future production and life.

Adding some certain compound to certain chemical reactions, such as: 18048-64-1, name is 1-(3,4-Dimethylphenyl)-3-methyl-1H-pyrazol-5(4H)-one, 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 18048-64-1. 18048-64-1

A solution of 3′-amino-2′-hydroxy-1,1′-biphenyl-3-carboxylic acid hydrochloride salt (1.31 g 5.725 mmol) in methanol water, obtained as described in Example 4′, was cooled to 0-5 C and a solution of sodium nitrite (0,403 g, 5.840 mmol) in water (2 ml) was added over 15 minutes. The reaction was stirred at 0-10 C for one hour and then it was heated to 20 C. Triethylamine (about 2,5 ml) was added to bring the pH to 8-9 and 1-(3,4-dimethylphenyl)-3-methyl-1 H-pyrazol-5-ona (1.16 g, 5,725 mmol) was added in one portion. The mixture was stirred for 2 hours at 20 C maintaining the pH 8-9. Hydrochloric acid (4M, about 4 ml) was added to adjust the pH to 1.5-2.0. The precipitate was filtered, washed with water and dried at 40 C to yield 2.492 g (93%).

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 1-(3,4-Dimethylphenyl)-3-methyl-1H-pyrazol-5(4H)-one.

A common compound: 139756-02-8, name is 4-Amino-1-methyl-3-N-propyl-1H-pyrazole-5-carboxamide, 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. 139756-02-8

Synthesis of BJ Step 7. 4-amino-1-methyl-3-propyl-1H-pyrazole-5-carboxamide (1 eq) and 4-methoxy-3-nitrobenzaldehyde (1.1 eq) were suspended in ethanol 5 ml and the mixture heated at 75 C for 2 hours after conformation of forming of imine by TLC. Added CuC12 (3 eq) and the reaction mixture heated at 75 C under 02 for 2 hours. Aftercompletion of the reaction, the ethanol was removed under vacuum. Then workup with ethyl acetate and water. Separate the organic layer and Water layer re-extracted with 2×25 ml ethyl acetate. The combined organic layers are washed with brine solution, concentrated under vacuum. The residue was purified by column chromatography on silica the desired product Bf as a brown solid; yield 88%. ?H NMR (400 MHz, DMSO)6: 12.54 (s 1H) 8.61 (s, 1H), 8.37 (d J=8.8 Hz 1H), 7.39 (d, J8.8 Hz 1H), 4.13 (s, 3H),3.84 (s, 3H), 2.78(t J=7.4Hz 2H), 1.76(m 2H), 0.95(tJ= 7.4Hz 3H). MASS: ESI [M +H] . 344.13; Elemental anal. calcd. for C16H17N504 C, 55.97; H, 4.99; N, 20.40; 0,18.64; found C, 55.87; H, 5.03; N, 20.43; 0, 18.67.

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, 139756-02-8, other downstream synthetic routes, hurry up and to see.

25016-11-9, 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. 25016-11-9 name is 1-Methyl-1H-pyrazole-4-carbaldehyde, 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.

A mixture of intermediate 10b (200 mg), 1-methyl-i H-pyrazole-4-carboxaldehyde (183 mg; 1.66 mmol) and AcOH (32 jiL; 0.555 mmol) in DCE (6 mL) was stirred at 50Cfor 2 hours. The reaction mixture was cooled to room temperature and NaBH(OAc)3 (353 mg; 1.665 mmol) was added. The reaction mixture was stirred at room temperature overnight, poured onto a 10% aqueous solution of K2C03 and extracted with DCM. The organic layer was decanted, dried over MgSO4, filtered and evaporated to dryness. The residue was purifed by chromatography over silica gel (irregular SiOH,24g; mobile phase: gradient from 0% NH4OH, 0% MeOH, 100% DCM to 1% NH4OH,10% MeOH, 90% DCM). The pure fractions were collected and evaporated to dryness yielding 165 mg of compound 28 as an oil (73%). Compound 28 was dissolved in ACN and HC1 (4N in dioxane) (277 jiL; 1.11 mmol) was added. The HC1 salt was filtered but revealed to be too hydroscopic. The residue was then dissolved inDCM/MeOH and the organic layer was washed with a 10% aqueous solution of K2C03, dried over MgSO4, filtered and evaporated to dryness. The resulting residue was dissolved in ACN and fumaric acid (47 mg; 0.404 mmol; 1 eq) was added and the solution was allowed to stand until crystallization (overnight). The precipitate was filtered, washed with ACN then Et20 and dried yielding 188 mg of compound 28 as thefumarate salt (1 equivalent based on 1H NMR).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Methyl-1H-pyrazole-4-carbaldehyde, and friends who are interested can also refer to it.

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 83-10-3 as follows. 83-10-3

To a suspension of 4-amino-5-chloro-2-fluorophenol (0.97 g, 6 mmol), 1,5- dimethyl-3-oxo-2-phenyl-2,3-dihydro-lH-pyrazole-4-carboxylic acid (1.42 g, 6.12 mmol) in DMF (20 mL) was added EDCI (0.38 mg, 7.2 mmol) and HOAT (0.16 g, 1.2 mmol). The reaction mixture was heated to 80 C and stirred for 24 hours, then cooled to 0 C, and diluted with H20 (200 mL) and EtOAc (2 mL) at 0 C. The resulted mixture was filtered to give the title compound as a light brown solid (1.2 g, 53.2%). MS (ESI, pos. ion) m/z: 376.1 [M+H]+; NMR (400 MHz, DMSO-i): delta 2.68 (s, 3H), 3.34 (s, 3H), 7.03 (d, J= 8.8 Hz, 1H), 7.41-7.43 (m, 2H), 7.48-7.52 (m, 1H), 7.56-7.60 (m, 2H), 8.31 (d, J= 13.8 Hz, 1H), 10.08 (s, 1H), 10.95 (s, 1H).

According to the analysis of related databases, 83-10-3, the application of this compound in the production field has become more and more popular.

3920-50-1, Adding some certain compound to certain chemical reactions, such as: 3920-50-1, name is Pyrazole-3-carboxaldehyde, 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 3920-50-1.

Reference Example 11-1 1 1-Allyl-1H-pyrazole-5-carbaldehyde Pyrazole-3-carbaldehyde (3.00 g, 31.2 mmol) was dissolved in DMF (20 ml), and thereto were added potassium carbonate (6.47 g, 46.8 mmol) and allyl bromide (3.50 g, 32.8 mmol) with stirring. The mixture was stirred at room temperature for 6 hours, and thereto was added water, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated saline, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the resulting residue was purified by silica gel column chromatography to give the title compound (429 mg, 10 percent). 1H NMR (CDCl3, 400 MHz) delta 9.86 (s, 1H), 7.59 (d, 1H, J = 2.0 Hz), 6.93 (d, 1H, J = 2.0 Hz), 6.04 – 5.94 (ddt, 1H, J = 10.3, 17.1, 5.7 Hz), 5.19 (dd, 1H, J = 1.2, 10.3 Hz), 5.16 (d, 2H, J = 5.7 Hz), 5.09 (dd, 1H, J = 1.2, 17.1Hz).

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 3920-50-1.

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. 1134-50-5 name is 1-Phenyl-1H-pyrazole-4-carboxylic acid, 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. 1134-50-5

[00240j To a solution of 1-phenyl-1H-pyrazole-4-carboxylic acid (590 mg, 3.1 mmol) in THF (6.9 mL) at rt was added borane-THF complex (6.2 mL, 6.2 mmol, 1 M in THF), and the reaction mixture was stirred over night. The mixture was quenched by the slowaddition of 1M NaOH and pouring into water. The mixture was extracted with ether (2x). The combined organics were washed with water and brine, dried over Na2SO4, andconcentrated to give Example 22A a white solid. MS (ESI) m/z 175.1 (M+H). The crude product was used in the next synthetic step without further purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Phenyl-1H-pyrazole-4-carboxylic acid, and friends who are interested can also refer to it.

The chemical industry reduces the impact on the environment during synthesis 35344-95-7, name is 1H-Pyrazole-4-carbaldehyde, I believe this compound will play a more active role in future production and life. 35344-95-7

General procedure: To a stirred solution of 1H-pyrazole-4-carbaldehyde (1.00 g. 10.4 mmoi) and6-bromo-4-rnethyinicotinonitrile (2.05 g, 10.4 mrnol) in dioxane (15 mL) were added K2C03 (4.31 g, 31.2 mrnol) The resulting reaction mixture was degassed with nitrogen for 5 minutes and was added copper(1) iodide (0595 g, 3. 12 mmoi), followed by trans_N,NLdimethylcyciohexanei .2-diamine (2.59 mL, 16.4 mmoi). The resulting reaction mixture was degassed with nitrogen for an additional 5 minutes and heated at110 ¡ãC for 1 h under microwave irradiation. The reaction mixture was cooled to ambient temperature, filtered through celite and the organic layer was concentrated under reduced pressure. The residue was purified by column chromatography (Redisep-24 g, 20-40percent EtOAc/ n-hexane) to obtain Intermediate 9 (115 g, 52.1percent) as a pale yellow solid. ?H NMR (300 MHz, DMSO?d6) oe ppm 2.62 (s, 3 H), 8.10 (s, I Fl), 8.38 (s, I H), 8.95 (s, IH), 9.37 (s, I H), 998 (s, I H). LCMS (method-i)), retention time 1.68 mi [M+Hi213.2.

The chemical industry reduces the impact on the environment during synthesis 35344-95-7. I believe this compound will play a more active role in future production and life.

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. 5334-40-7, name is 4-Nitro-1H-pyrazole-3-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows., 5334-40-7

Step 1: Into a 250 mL round bottom flask containing a suspension of 4-nitro-1H-pyrazole-3- carboxylic acid (20.0 g, 127 mmol) in methanol (100 mL) was added concentrated sulfuric acid (4 mL) dropwise over 5 min at 0 oC and the resulting slurry was refluxed at 80 oC for 16 h. The solvent was removed under reduced pressure and the residual mass was dissolved in ethyl acetate (300 mL) and washed with saturated aqueous sodium bicarbonate solution (2 x 100 mL) and brine (100 mL) and dried over anhydrous sodium sulfate. The solution was filtered and concentrated under reduced pressure to give methyl 4-nitro-1H-pyrazole-3-carboxylate as a solid. The crude product was taken to the next step without further purification. MS calc?d [M- H]+ 170.0, found 170.0.

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.