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