Category: 3034-38-6

Reference of 3034-38-6, The chemical industry reduces the impact on the environment during synthesis 3034-38-6, name is 5-Nitro-1H-imidazole, I believe this compound will play a more active role in future production and life.

To a solution of 4-nitro-1H- imidazole (260 mg, 2.299 mmol) in DMF (5 mL) was added 1.0 M NaHMDS/THF (2.53 mL, 2.53 mmol) dropwise at rt. After stirring at rt for 20 min, 1-bromopropan-2-one (315 mg, 2.299 mmol) was added very slowly. The mixture was stirred at rt for ON. Water was added and extracted with EtOAc (4 x 50 mL). The organic layer was concentrated. The residue was purified via silica gel chromatography (12g, DCM-10%MeOH) to give 1-(4-nitro-1H-imidazol-1-yl)propan-2-one (180 mg, 1.064 mmol, 46 % yield). (2333) MS ESI m/z 170.0 (M+H)+ (2334) 1H NMR (499 MHz, CD3OD) delta 8.06 – 8.04 (m, 1H), 7.66 – 7.62 (m, 1H), 5.17 – 5.12 (m, 1H), 2.28 (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, 5-Nitro-1H-imidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WATTERSON, Scott Hunter; ANDAPPAN MURUGAIAH SUBBAIAH, Murugaiah; DZIERBA, Carolyn Diane; GONG, Hua; GUERNON, Jason M.; GUO, Junqing; HART, Amy C.; LUO, Guanglin; MACOR, John E.; PITTS, William J.; SHI, Jianliang; VENABLES, Brian Lee; WEIGELT, Carolyn A.; WU, Yong-Jin; ZHENG, Zhizhen Barbara; SIT, Sing-Yuen; CHEN, Jie; (810 pag.)WO2019/147782; (2019); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 3034-38-6,Some common heterocyclic compound, 3034-38-6, name is 5-Nitro-1H-imidazole, 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.

Preparation Example 22 1-(2-Cyanoethyl)-4-nitroimidazole: 4-Nitroimidazole (6.87 g, 60 mmol), triethylamine (18.2 g, 180 mmol) and acrylonitrile (9.55 g, 180 mmol) were dissolved in N,N-dimethylformamide (100 ml), and the solution was stirred at 100 C. for 5 hours. The reaction mixture was concentrated under reduced pressure, and chloroform was added to the concentrate. Solids deposited were collected by filtration and dried to obtain 9.2 g of the title compound. mp: 112-113 C.; 1 H-NMR (DMSO-d6) delta: 7.94(1H,d,J=1.2 Hz), 8.52(1H,d,J=1.2 Hz), 3.20(2H,t,J=7.2 Hz), 4.46(2H,t,J=7.2 Hz). Mass (FAB(+)) m/e: 167 (MH)+.

The synthetic route of 3034-38-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Taiho Pharmaceuticals Co., Ltd.; US6110967; (2000); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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 3034-38-6 as follows. Recommanded Product: 5-Nitro-1H-imidazole

General procedure: A mixture of 1.6 mmol of C-nitro-NH-azole (1a-e), 2.6 mmol of arylboronic acid (2a-n), 1.6 mmol of sodium hydroxide, 0.2 mmol of CuCl2 and methanol (15 mL) was refluxed while air was bubbled through the reaction mixture. After completion of the reaction, determined on the basis of TLC analysis, the solvent was removed under reduced pressure using a rotary evaporator. The obtained crude product was purified by silica gel column chromatography with 5:95 v/v MeOH/CHCl3 as an eluent to give corresponding N-aryl-C-nitroazole. The product was crystallized from methanol/water.

According to the analysis of related databases, 3034-38-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Kurpet, Marta K.; Dabrowska, Aleksandra; Jarosz, Malgorzata M.; Kajewska-Kania, Katarzyna; Kuznik, Nikodem; Suwinski, Jerzy W.; Beilstein Journal of Organic Chemistry; vol. 9; (2013); p. 1517 – 1525;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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. 3034-38-6, name is 5-Nitro-1H-imidazole, A new synthetic method of this compound is introduced below., Quality Control of 5-Nitro-1H-imidazole

Example 20Preparation of 3-(4-fluorophenylsulfonyl)-N-Q-methyl-lH-imidazol-4- vDisoq uinolin- 1-amine[00277] Step A: To a mixture of 4-nitro-lH-imidazole (2.0 g, 17.7 mmol) andK2CO3 (3.67 g, 26.6 mmol) in acetonitrile (18 mL) was added iodomethane (1.32 mL, 21.2 mmol) and the mixture was heated in a sealed vial at 60 C overnight. The mixture was filtered washing with acetone. The filtrate was concentrated under reduced pressure, and the residue was diluted with hot isopropanol and cooled, and the precipitated solid was collected by filtration. The solid was dissolved in chloroform and filtered, and the filtrate was concentrated under reduced pressure. The residue was triturated with propan-2-ol and collected by filtration to afford 1- methyl-4-nitro-lH-imidazole (1.03 g, 46%) as a tan solid. 1H NMR (300 MHz, DMSO-t/e) delta 8.37 (d, J= 1.1 Hz, 1H), 7.82 (s, 1H), 3.76 (s, 3H).

The synthetic route of 3034-38-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AMBIT BIOSCIENCES CORPORATION; FARAONI, Raffaella; HADD, Michael, J.; HOLLADAY, Mark, W.; ROWBOTTOM, Martin; SETTI, Eduardo; WO2012/30944; (2012); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 3034-38-6, 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. 3034-38-6, name is 5-Nitro-1H-imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 4-nitro-1H- imidazole (500 mg, 4.42 mmol) in DMSO (3 mL) was added but-3-en-2-one (465 mg, 6.63 mmol) followed by DMAP (32.4 mg, 0.265 mmol). The mixture was stirred at 70 C for 1.5 h. Water was added and extracted with EtOAc (3 x 50 mL). The organic layer was dried over Na2SO4 and concentrated to give 4-(4-nitro-1H-imidazol-1-yl)butan-2-one (420 mg, 2.293 mmol, 52 % yield). (2354) MS ESI m/z 184.0 (M+H)+ (2355) 1H NMR (499 MHz, CDCl3) delta 7.82 (d, J=1.5 Hz, 1H), 7.50 (d, J=1.4 Hz, 1H), 4.35 – 4.31 (m, 2H), 3.01 (t, J=6.0 Hz, 2H), 2.23 (s, 3H).

The synthetic route of 5-Nitro-1H-imidazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WATTERSON, Scott Hunter; ANDAPPAN MURUGAIAH SUBBAIAH, Murugaiah; DZIERBA, Carolyn Diane; GONG, Hua; GUERNON, Jason M.; GUO, Junqing; HART, Amy C.; LUO, Guanglin; MACOR, John E.; PITTS, William J.; SHI, Jianliang; VENABLES, Brian Lee; WEIGELT, Carolyn A.; WU, Yong-Jin; ZHENG, Zhizhen Barbara; SIT, Sing-Yuen; CHEN, Jie; (810 pag.)WO2019/147782; (2019); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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. 3034-38-6, name is 5-Nitro-1H-imidazole, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 5-Nitro-1H-imidazole

General Procedure:To a solution of 3-chloro-1-phenylpropan-1-one (2, 2.0 mmol) in toluene (25-30 mL) was added azoles (3.0 mmol) and triethylamine (4.0 mmol) at room temperature. The reaction mixture was heated at reflux under stirring for 3-4h in an oil bath. Solvent was distilled off under reduced pressure and the residue was taken into ethyl acetate (20 mL). Organic layer was washed with water (10 mL x 3) and dried over sodium sulfate. Sodium sulfate was filtered off and washed with ethyl acetate (5 mL x 2). The combined filtrate was concentrated under reduced pressure to yield crude product which was purified by recrystallization with ethyl acetate/hexane to give 3-(substituted 1H- azol-1-yl)-1-phenylpropan-1-one (3-9).

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 3034-38-6.

Reference:
Article; Kumar, Lalit; Sarswat, Amit; Lal, Nand; Jain, Ashish; Kumar, Sumit; Kiran Kumar; Maikhuri, Jagdamba P.; Pandey, Atindra K.; Shukla, Praveen K.; Gupta, Gopal; Sharma, Vishnu L.; Bioorganic and Medicinal Chemistry Letters; vol. 21; 1; (2011); p. 176 – 181;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 3034-38-6, name is 5-Nitro-1H-imidazole, belongs to imidazoles-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 3034-38-6, SDS of cas: 3034-38-6

Preparative Example 23. A mixture of commercially available 4-nitroimidazole (5 g) and Pd/C (10wt%, 500 mg) in a premixed solution of acetyl chloride (4 mL) in MeOH (100 mL) was hydrogenated in a Parr shaker at 35 psi for 5 h. The mixture was filtered through celite and concentrated to give a black oil. [MH]+ = 115. This oil and methyl acetylpyruvate (6.4 g) were stirred in AcOH (7O mL) and MeOH (7O mL) at 65C for 18 h. The resulting mixture was absorbed on silica and purified by chromatography (silica, CH2Cl2/MeOH). Further purification of the resulting residue by chromatography (silica, EtOAc) afforded 2-methyl- imidazo[l,5-a]pyrimidine-4-carboxylic acid methyl ester as an orange solid (120 mg, 1.4%). [MH]+ = 192.

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

Reference:
Patent; ALANTOS PHARMACEUTICALS HOLDING, INC.; WO2008/63671; (2008); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 3034-38-6,Some common heterocyclic compound, 3034-38-6, name is 5-Nitro-1H-imidazole, 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.

Step A: To a mixture of 4-nitro-lH-imidazole (1.5 g, 13.27 mmol) and TEA (2 mL, 14.59 mmol) in DMF (12 mL) at 0 C was added trityl chloride (3.7 g, 13.27 mmol). The mixture was allowed to warm to rt and was stirred for 1 h. The mixture was poured onto ice and 1 N aq NaOH (2 mL) was added. The solid was collected by filtration washing with water to afford 4-nitro-l -trityl- lH-imidazole as a solid (4.58 g, 96%).

The synthetic route of 3034-38-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AMBIT BOISCIENCES CORPORATION; HADD, Michael, J.; WO2012/30914; (2012); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 3034-38-6,Some common heterocyclic compound, 3034-38-6, name is 5-Nitro-1H-imidazole, 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.

A mixture of HNim (0.2 mmol,0.027 g), AgNO3 (0.4 mmol, 0.068 g), ammonia (25%,10.0 mL) was stirred for 30 min in air and then transferred and sealed in a 25-mL Teflon-lined reactor andheated at 120C for 60 h, and then cooled to roomtemperature at a rate of 5C/h. Yellow block crystals of I were obtained in 67% yield based on silver.

The synthetic route of 3034-38-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zhou; Lu; Luo; Chen; He; Dong; Russian Journal of Coordination Chemistry; vol. 44; 12; (2018); p. 812 – 817;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 3034-38-6, A common heterocyclic compound, 3034-38-6, name is 5-Nitro-1H-imidazole, molecular formula is C3H3N3O2, 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.

To a solution of 4-nitroimidazole (5.00 g, 44.2 mmol) in MeOH (40 ml) was added phenylboronic acid (8.77 g, 71.7 mmol), CuC (0.710 g, 5.30 mmol) and NaOH (1.760 g, 44.2 mmol) at rt. The reaction mixture was stirred at 80C for 16 h whilst slowly purging with O2 gas throughout the reaction time. The resulting mixture was cooled to rt and concentrated under reduced pressure. The obtained crude material was poured into water (500 ml) and extracted with EtOAc (3 x 150 ml). The combined organic phase was wash with NaHCO3 solution (200 ml) and dried over Na2SO4, filtered and concentrated under reduced pressure to yield 4-nitro-1 -phenyl- 1 H-imidazole (1 .500 g, 7.93 mmol). LCMS: Method C, 1 .760 min, MS: ES+ 191 .09.

The synthetic route of 3034-38-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MISSION THERAPEUTICS LIMITED; STOCKLEY, Martin Lee; KEMP, Mark Ian; MADIN, Andrew; (167 pag.)WO2018/65768; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem