Category: 4331-29-7

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. 4331-29-7, name is 1H-Benzo[d]imidazol-7-amine, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C7H7N3

4-Chloro-6,7-dimethoxy-quinazoline (100 mg, 0.4500 mmol) and 1H-indazol-6-amine (59.27 mg, 0.4500 mmol) were mixed in MeCN (2 mL) and irradiated in a CEM microwave at 100 °C for one hour. The reaction mixture was allowed to cool and then passed through a short pad of silica. After concentration of the filtrate, the resultant solid was washed sequentially with acetonitrile and diethyl ether and dried in vacuo to give 16 (0.13g, 81percent) as a light brown solid. 1H NMR (DMSO-d6) delta 13.21 (br s, 1H), 11.37 (s, 1H), 8.84 (s, 1H), 8.30 (s, 1H), 8.12 (s, 1H), 7.94 (s, 1H), 7.85 (d, J=8.6 Hz, 1H), 7.41 (d, J=8.6 Hz, 1H), 7.34 (s, 1H), 4.03 (s, 3H), 4.01 (s, 3H)

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 4331-29-7.

Reference:
Article; Jordan, Allan M.; Begum, Habiba; Fairweather, Emma; Fritzl, Samantha; Goldberg, Kristin; Hopkins, Gemma V.; Hamilton, Niall M.; Lyons, Amanda J.; March, H. Nikki; Newton, Rebecca; Small, Helen F.; Vishwanath, Swamy; Waddell, Ian D.; Waszkowycz, Bohdan; Watson, Amanda J.; Ogilvie, Donald J.; Bioorganic and Medicinal Chemistry Letters; vol. 26; 11; (2016); p. 2724 – 2729;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 4331-29-7, These common heterocyclic compound, 4331-29-7, name is 1H-Benzo[d]imidazol-7-amine, 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.

Adenine (17.4 g, 0.13 mol),Sodium carbonate (15.9 g, 0.15 mol)1R-propylene carbonate (15.8 g, 0.15 mol)Was dissolved in 50 mL of N-methylpyrrolidone,Heated to 90 ~ 125 ° C,Insulation at 90 ~ 125 ° CReaction 3 ~ 6 hours;Down to room temperature,Under a argon atmosphere, magnesium tert-butoxide (23.8 g, 0.14 mol) was added,Heating up to 30 ~ 45,Insulation reaction 0.5 ~ 1 hour;DripP-toluenesulfonyloxymethylphosphonic acidDiethyl ester (48.3 g, 0.15 mol)Insulation at 30 ~ 45 ° C continue to react 4 ~ 6 hours; the system down to room temperature,The reaction system was concentrated under reduced pressure to give a viscous oily substance intermediate 2;To the resulting intermediate 2 was added 130 g of concentrated sulfuric acid,Heating up to 90 ~ 110 ° C,Insulation reaction 3 ~ 6 hours;Down to room temperature,The reaction was continued at room temperature for 1 to 2 hours,Filter,The filter cake was washed twice with 150 mL of 5 wtpercent dilute sulfuric acid aqueous solution, The filtrate with sodium hydroxide solution rhoEta = 2 ~ 3,Crystallization overnight, cooling to 0 ~ 3 ° C,So that the crystallization for 3 hours;Filter,The filter cake was washed once with 30 mL of water,50 mL of water and acetone (V / V = 1: 1) was washed twice,50mL acetone washed once;Vacuum drying,Tylenolide 31g,The total molar yield was 83.8percentHPLC purity of 98.5percent

Statistics shows that 1H-Benzo[d]imidazol-7-amine is playing an increasingly important role. we look forward to future research findings about 4331-29-7.

Synthetic Route of 4331-29-7, The chemical industry reduces the impact on the environment during synthesis 4331-29-7, name is 1H-Benzo[d]imidazol-7-amine, I believe this compound will play a more active role in future production and life.

Benzoyl chloride (87muL, 0.75mmol) was added to a solution of 4-amino-1,3-benzodiazole32 (100mg, 0.75mmol) in anhydrous pyridine (1.0mL) at 0¡ãC, and the mixture was stirred for 12h at room temperature. After removal of the solvent, the residue was purified by silica gel column chromatography (MeOH/CHCl3, 1:20 to 1:10) to afford the products 8 (28mg, 16percent) and 9 (46mg, 18percent), each as a white solid. Compound 8: mp 183?185¡ãC; 1H NMR (500MHz, CDCl3/CD3OD, 99:1) delta 7.20 (dd, J=8.0, 8.0Hz, 1H), 7.26 (d, J=8.0Hz, 1H), 7.43 (dd, J=7.5, 7.5Hz, 2H), 7.50 (t, J=7.0Hz, 1H), 7.88 (s, 1H), 7.98 (d, J=7.5Hz, 2H), 8.03 (d, J=7.5Hz, 1H), 9.51 (br s, 1H); 13C NMR (125MHz, CDCl3/CD3OD, 99:1) delta 109.5, 113.1, 123.6, 127.4, 127.9, 128.7, 131.5, 132.0, 134.5, 135.7, 139.9, 166.8; FAB-MS m/z 238 (M+H)+. Compound 9: mp 152?154¡ãC; 1H NMR (500MHz, CDCl3) delta 7.46 (dd, J=8.0, 8.0Hz, 1H), 7.51 (dd, J=7.5, 7.5Hz, 2H), 7.55?7.62 (m, 3H), 7.70 (t, J=7.5Hz, 1H), 7.79?7.83 (m, 3H), 8.00 (d, J=8.5Hz, 2H), 8.16 (s, 1H), 8.54 (d, J=8.0Hz, 1H), 9.13 (br s, 1H); 13C NMR (125MHz, CDCl3) delta 110.7, 114.6, 127.0, 127.3, 128.9, 129.2, 129.7, 130.4, 132.2, 132.2, 132.8, 133.5, 134.4, 134.7, 141.8, 165.7, 167.1; FAB-MS m/z 342 (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, 1H-Benzo[d]imidazol-7-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Noguchi-Yachide, Tomomi; Sakai, Taki; Hashimoto, Yuichi; Yamaguchi, Takao; Bioorganic and Medicinal Chemistry; vol. 23; 5; (2015); p. 953 – 959;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

4331-29-7, name is 1H-Benzo[d]imidazol-7-amine, belongs to imidazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. SDS of cas: 4331-29-7

-(Benzyloxy)-2-methyl-4H-pyran-4-one (450 mg, 2.081 mmol) and lH-benzimidazol-4-amine (279 mg, 2.095 mmol) were taken up in 40percent HOAc/3/40 (10 ml) in a microwave vial. The vial was sealed and the mixture heated to 140 ¡ãC for 30 min by microwave irradiation. The reaction was incomplete by LC MS. The mixture was heated to 200 ¡ãC for 30 min by microwave irradiation. The reaction was incomplete by LC/MS, The mixture was heated to 170 ¡ãC for 1 h by microwave irradiation. The mixture was concentrated. The crude material was purified by preparative reversed-phase HPLC (30x150mm Waters Sunfire (0.1percent TFA), 5- 35percent ACN/water over 20 min at 50 mL/min, 2 injections). Fractions containing each compound were pooled separately then applied to separate Phenomenex Strata-X-C ion exchange columns (5g). Each column was washed with 3/40 and MeOH (discard) then with 10percent concentrated NH4OH in MeOH (collect). The collected fractions for each were concentrated separately to give the title compounds below: l-(lH-benzimidazoi-4-yl)-5-(benzyloxy)-2-methylpyridin-4(lH)-one: tan solid LC/MS rt=1.24 min, 1H NMR (500 MHz, d6-DMSO) 5 12.90 (bs, 1 H), 8.33 (s, 1 H), 7.72 (bs, 1 H), 7.49 (bs, 1 H), 7.41-7.25 (m, 7 H), 6.26 (s, 1 H), 4.94 (s, 2 H), 1.92 (s5 3 H).l-(lH-benzimidazol-4-yl)-5-hydroxy-2-methylpyridin-4(l /)-one: tan solid, LC/MS rt = 0.47 min, 1H MR (500 MHz, d6-DMSO) delta 12.88 (bs, 1 H), 8.32 (s, 1 H), 7.70 (d, J = 8.06 Hz, 1 H), 7.38-7.25 (m, 3 H), 6.25 (s, 1 H), 1.92 (s, 3 H). l-[l-(2-Chloro-6-fluorobenzyl)-lH-benzimidazol-4-yl]-5-hydroxy-2-methylpyridin-4(l//)-one

The synthetic route of 4331-29-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; WOLKENBERG, Scott; BARROW, James, C.; POSLUSNEY, Michael, S.; HARRISON, Scott, T.; TROTTER, B. Wesley; MULHEARN, James; NANDA, Kausik, K.; MANLEY, Peter, J.; ZHAO, Zhijian; SCHUBERT, Jeffrey, W.; KETT, Nathan; ZARTMAN, Amy; WO2011/109254; (2011); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

4331-29-7, Adding some certain compound to certain chemical reactions, such as: 4331-29-7, name is 1H-Benzo[d]imidazol-7-amine, 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 4331-29-7.

[00153] IC491791: 2-[l-(4-Amino-benzoimidazol-l-yl)-ethyl]-3-phenyl-3H- thieno[3,2-d]pyrimidin-4-one.; To a solution of 2-(l-Amino-ethyl)-3-phenyl-3H- thieno[3,2-d]pyrimidin-4-one (47 mg, 0.162 mmol) in DMF was added adenine (26 mg, 0.194), followed by the addition of potassium carbonate (22 mg, 0.162 mmol). The resulting mixture was then heated to 125¡ãC in an oil bath for 5 min. The reaction mixture was then cooled to room temperature, then treated with H2O (10 mL) to afford a precipitate. The precipitate was collected and dried in a vacuum oven to afford the crude product. Purification by HPLC (C- 18 Luna column 250 x 21.20 mm, 10-20percent CH3CN/H20 containing 0.05percent CF3CO2H) product was obtained as a fluffy white solid after lyophilizing: 1H NMR (400 MHz, DMSO-d6) delta 8.37 (s, IH), 8.25 (d, / = 5.2 Hz, IH), 8.16 (s, IH), 7.67 (d, / = 8.0 Hz, IH), 7.58 (m, IH), 7.44 (m, 2H), 7.36 (m, IH), 7.17 (d, / = 8.0 Hz, IH), 5.49 (q, / = 6.8 Hz, IH), 1.75 (d, J = 6.4 Hz, 3H). LC/MS (AP-ESI, CH3CO2H 0.05percent) m/z 390 (MH+).

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 4331-29-7.

Reference:
Patent; ELI LILLY & CO.; WO2008/64018; (2008); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem