Category: 14531-55-6

Application of 14531-55-6, The chemical industry reduces the impact on the environment during synthesis 14531-55-6, name is 3,5-Dimethyl-4-nitro-1H-pyrazole, I believe this compound will play a more active role in future production and life.

(a)1-[2-[2-(2-methoxyethoxy)ethoxy]ethyl]-3,5-dimethyl-4-nitro-pyrazoleTo a cold (0 C) solution of 3,5-dimethyl4nitro-1 H-pyrazole (250 mg, 1.77 mmol),triethylene glycol monomethylether (482 IJL, 3.01 mmol) and triphenylphosphine (789 mg, 3.01mmol) in THF (10 mL) was added dropwise a solution of 40% DEAD in toluene (1.31 mL, 3.01 mmol) The reaction mixture was allowed to warm to room temperature and was stirred for 3 h. Ethyl acetate was added and washed with a 10% NaCI-solution. The organic layer was dried (Na2SO4), filtered and concentrated. The residue was purified by column chromatography(DCM/MeOH = 99/1 to 95/5 v/v%) to afford 1-[2-[2-(2-methoxyethoxy)ethoxy]ethyl]-3,5- dimethyl-4-nitro-pyrazole (1 .7 g, crude) which was used directly in the next step.

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, 3,5-Dimethyl-4-nitro-1H-pyrazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NETHERLANDS TRANSLATIONAL RESEARCH CENTER B.V.; DE MAN, Adrianus Petrus Antonius; BUIJSMAN, Rogier Christian; STERRENBURG, Jan Gerard; UITDEHAAG, Joost Cornelis Marinus; DE WIT, Joeri Johannes Petrus; ZAMAN, Guido Jenny Rudolf; WO2015/155042; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 14531-55-6, These common heterocyclic compound, 14531-55-6, name is 3,5-Dimethyl-4-nitro-1H-pyrazole, 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.

General procedure: A solution of 1.85g (0.01mol) of 2,4,6-trichloro-1,3,5-triazine in the 50mL THF was stirred at room temperature for 1h. Then, 3,5-dimethylpyrazole (2.94g, 0.03mmol) were added into the solution in batches. 5mL of triethylamine was added dropwise whilst stirring at room temperature. After 1h, the mixture was heated at 80C for 1h. After cooling and filtering off, the filtrate evaporated on a steam bath and then washed with hot-water.

Statistics shows that 3,5-Dimethyl-4-nitro-1H-pyrazole is playing an increasingly important role. we look forward to future research findings about 14531-55-6.

Reference:
Article; Wang, Ji-Xiao; Zhu, Zi-Ran; Bai, Feng-Ying; Wang, Xin-Yu; Zhang, Xiao-Xi; Xing, Yong-Heng; Polyhedron; vol. 99; (2015); p. 59 – 70;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 14531-55-6,Some common heterocyclic compound, 14531-55-6, name is 3,5-Dimethyl-4-nitro-1H-pyrazole, molecular formula is C5H7N3O2, 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.

General procedure: A mixture of 1.47g (15mmol) of 3,5-dimethylpyrazole, 1.02g (15mmol) of potassium hydroxide, and 10ml of DMSO was stirred at 80C for 1h. A solution of 1.98g (7.5mmol) of 1,4-bis(dibromomethyl)benzene in 10ml of DMSO was added dropwise, the mixture was stirred for 8h at 80C, diluted with 200ml of water, and the precipitate was filtered off ,washed with the mixture of ethanol and water, dried under reduced pressure.

The synthetic route of 14531-55-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wang, Ji-Xiao; Zhu, Zi-Ran; Bai, Feng-Ying; Wang, Xin-Yu; Zhang, Xiao-Xi; Xing, Yong-Heng; Polyhedron; vol. 99; (2015); p. 59 – 70;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 14531-55-6, These common heterocyclic compound, 14531-55-6, name is 3,5-Dimethyl-4-nitro-1H-pyrazole, 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 1. Synthesis of 1-Benzyl-3,5-dimethyl-1H-pyrazol-4-amine (IA3a) To a solution of 3,5-dimethyl-4-nitropyrazole (IA1, 1.41 g, 10 mmol) in DMF (30 mL) were added benzyl bromide (IA2a, 2.05 g, 12 mmol) and Cs2CO3 (6.52 g, 20 mmol) and the mixture was allowed to stir at rt for 24 h. The reaction was quenched with water (50 mL) and the mixture was extracted with EtOAc. The organic phase was washed with water and brine, dried over anhydrous Na2SO4, and concentrated in vacuo. After purification by flash column chromatography (0-50% EtOAc/hexanes), 1-benzyl-3,5-dimethyl-4-nitro-1H-pyrazole was obtained as a white solid (1.39 g, 60%). 1H NMR (CDCl3, 600 MHz) delta 7.37-7.28 (m, 3H), 7.16-7.12 (m, 2H), 5.26 (s, 2H), 2.56 (s, 3H), 2.55 (s, 3H). HRMS (ESI+) calcd for C12H14N3O2 (M+H)+ 232.1081, found 232.1079.

The synthetic route of 14531-55-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; REGENTS OF THE UNIVERSITY OF MINNESOTA; Chen, Liqiang; Ai, Teng; (48 pag.)US2018/71258; (2018); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 14531-55-6,Some common heterocyclic compound, 14531-55-6, name is 3,5-Dimethyl-4-nitro-1H-pyrazole, molecular formula is C5H7N3O2, 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.

General procedure: A solution of pyrazole (2.04g, 0.03mol) in freshly distilled THF (20mL) was added to a stirred suspension of sodium hydride (60%, 2.04g, 0.03mol) in 20mL THF at room temperature. After 1h, Cyanuric chloride (1.85g, 0.01mol) in THF (15mL) was added to the above solution and white precipitate was formed. After being stirred and heating at 70C for 5h, the solution was filtered off, the filtrate evaporated on a steam bath, and then washed with hot-water. 2,4,6-tri(1H-pyrazol-1-yl)methyl)-1,3,5-triazine.

The synthetic route of 14531-55-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wang, Ji-Xiao; Zhu, Zi-Ran; Bai, Feng-Ying; Wang, Xin-Yu; Zhang, Xiao-Xi; Xing, Yong-Heng; Polyhedron; vol. 99; (2015); p. 59 – 70;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 14531-55-6,Some common heterocyclic compound, 14531-55-6, name is 3,5-Dimethyl-4-nitro-1H-pyrazole, molecular formula is C5H7N3O2, 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 3 5-dimethyl-4-nitropyrazole (Fluorochem, Derbyshire, UK1 989 mg, 7 01 mmol) in DMF (40 ml) was added in two portions 55% NaH in oil (420 mg, 9 63 mmol) The reaction mixture was stirred for 30 mm at rt then 2-bromoethyl methyl ether (Aldrich, Buchs, Switzerland, 1 17 g, 8 42 mmol) was added and the reaction mixture stirred for 2 h at rt The reaction mixture was quenched wtth water and extracted with EtOAc The organic layer was washed with water (2x) and brine (2x), d?ed over Na2SO4, filtered and evaporated The crude product was purified by Prep HPLC (H2O (0 1% TFA)/CH3CN 95 5 to 50 50 ?verse phase silica gel) The fractions containing product were collected together, basified with NaHCO3 and concentrated before being extracted with EtOAc (3x) The combined organic layers were washed with brine, dried over Na2SO4, filtered and evaporated to give the title compound as a white solid (HPLC tR 2 57 mm (Method A), M+H = 200 MS-ES).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3,5-Dimethyl-4-nitro-1H-pyrazole, its application will become more common.

Reference:
Patent; NOVARTIS AG; FURET, Pascal; KALTHOFF, Frank Stephan; MAH, Robert; RAGOT, Christian; STAUFFER, Frederic; WO2010/139731; (2010); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 14531-55-6, The chemical industry reduces the impact on the environment during synthesis 14531-55-6, name is 3,5-Dimethyl-4-nitro-1H-pyrazole, I believe this compound will play a more active role in future production and life.

(a)1-[2-[2-(2-methoxyethoxy)ethoxy]ethyl]-3,5-dimethyl-4-nitro-pyrazoleTo a cold (0 C) solution of 3,5-dimethyl4nitro-1 H-pyrazole (250 mg, 1.77 mmol),triethylene glycol monomethylether (482 IJL, 3.01 mmol) and triphenylphosphine (789 mg, 3.01mmol) in THF (10 mL) was added dropwise a solution of 40% DEAD in toluene (1.31 mL, 3.01 mmol) The reaction mixture was allowed to warm to room temperature and was stirred for 3 h. Ethyl acetate was added and washed with a 10% NaCI-solution. The organic layer was dried (Na2SO4), filtered and concentrated. The residue was purified by column chromatography(DCM/MeOH = 99/1 to 95/5 v/v%) to afford 1-[2-[2-(2-methoxyethoxy)ethoxy]ethyl]-3,5- dimethyl-4-nitro-pyrazole (1 .7 g, crude) which was used directly in the next step.

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, 3,5-Dimethyl-4-nitro-1H-pyrazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NETHERLANDS TRANSLATIONAL RESEARCH CENTER B.V.; DE MAN, Adrianus Petrus Antonius; BUIJSMAN, Rogier Christian; STERRENBURG, Jan Gerard; UITDEHAAG, Joost Cornelis Marinus; DE WIT, Joeri Johannes Petrus; ZAMAN, Guido Jenny Rudolf; WO2015/155042; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 14531-55-6, name is 3,5-Dimethyl-4-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 14531-55-6, Quality Control of 3,5-Dimethyl-4-nitro-1H-pyrazole

(0927) Step A (0928) To a solution of 3,5-dimethyl-4-nitro-1H-pyrazole (0.5 g, 3.54 mmol) in acetonitrile (10 mL), K2CO3 (1.4 g, 10.62 mmol) was added and the mixture was stirred at room temperature for 30 minutes. Then 1-bromo-2-fluoroethane (0.67 g, 5.31 mmol) was added dropwise. The mixture was heated at reflux overnight. To the cooled reaction mixture H2O (20 ml) was added. The mixture was extracted with ethyl acetate (3×50 ml), the organic layers were combined, dried over Na2SO4 and evaporated under reduced pressure. The residue was purified on HP-Sil SNAP cartridges using a Biotage Isolera One purification system employing an EtOAc/n-heptane gradient (5/95->40/60) to afford the title compound which was used in the next step without further purification (0.515 g, 77%). (0929) 1H-NMR (400 MHz, DMSO-d6) delta=4.80 (t, 1H), 4.68 (t, 1H), 4.48 (t, 1H), 4.41 (t, 1H), 2.57 (s, 3H), 2.40 (s, 3H).

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, 3,5-Dimethyl-4-nitro-1H-pyrazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AC IMMUNE SA; PIRAMAL IMAGING SA; KROTH, Heiko; NAMPALLY, Sreenivasachary; MOLETTE, Jerome; GABELLIERI, Emanuele; BENDERITTER, Pascal Andre Rene; FROESTL, Wolfgang; SCHIEFERSTEIN, Hanno; MUELLER, Andre; SCHMITT-WILLICH, Heribert; BERNDT, Mathias; (228 pag.)US2017/2005; (2017); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 14531-55-6, name is 3,5-Dimethyl-4-nitro-1H-pyrazole, molecular formula is C5H7N3O2, 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. Computed Properties of C5H7N3O2

6.72 g (47.6 mmol) 3,5-Dimethyl-4-nitro-1H-pyrazole were heated with 7.52 g (57.1 mmol) 3-(chloromethyl)-5-methyl-1,2-oxazole (CAS-No. 35166-37-1) and 8.53 mL (57.1 mmol) 1,8-diazabicyclo[5.4.0]undec-7-ene in 25 mL dimethylsulfoxide to 60C overnight. Water was added to the reaction mixture, and extracted with ethyl acetate. The combined organic phase was washed with water and brine, dried, filtered, and evaporated. The crude title compound (10 g) was used without further purification. 1H NMR (400 MHz, DMSO-d6): delta [ppm] = 2.37 (s, 3H), 2.39 (s, 3H), 2.61 (s, 3H), 5.42 (s, 2H), 6.16 (s, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 14531-55-6, its application will become more common.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; HEISLER, Iring; MUeLLER, Thomas; BUCHMANN, Bernd; CLEVE, Arwed; SIEBENEICHER, Holger; KOPPITZ, Marcus; SCHNEIDER, Dirk; BAUSER, Marcus; HEROULT, Melanie; NEUHAUS, Roland; PETRUL, Heike; QUANZ-SCHOeFFEL, Maria; (482 pag.)WO2016/202898; (2016); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 14531-55-6, The chemical industry reduces the impact on the environment during synthesis 14531-55-6, name is 3,5-Dimethyl-4-nitro-1H-pyrazole, I believe this compound will play a more active role in future production and life.

A mixture of 3,5-dimethyl-4-nitro-1 H-pyrazole (see international patent application WO 2003057673) (3.982g, 28.22 mmol), iodobenzene (11.3 mL, 101.4 mmol), K2CO3 (8.19 g, 59.26 mmol), CuI (268.8 mg, 1.41 mmol), andtrans-N,N?-di-methylcyclohexane-1,2-diamine (890 mL, 5.63 mmol) were heated to 180 C in a microwave reactor for 4h under argon. The reaction mixture was cooled to room temperature, diluted with EtOAc (250 mL), filtered throughcelite, and the product was purified by column chromatography (30?40?75% EtOAc in petroleum ether) to give 4.428g (72%) of the title compound.

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, 3,5-Dimethyl-4-nitro-1H-pyrazole, other downstream synthetic routes, hurry up and to see.