Introduction of a new synthetic route about 5805-57-2

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.

Synthetic Route of 5805-57-2, A common heterocyclic compound, 5805-57-2, name is (1H-Benzo[d]imidazol-2-yl)methanamine, molecular formula is C8H9N3, 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.

A mixture of 6,9-dichloro-2-methoyl-anzacridine (278 mg,1 mmol) and benzimidazoles (220 mg, 1 mmol) was heated in phenolunder 120 C for 2 h with nitrogen protection. Then the mixturewas poured into ethyl acetate to give yellow precipitates,which were purified by washing with ethyl acetate twice. 4.1.2.1. 6-Chloro-2methyl-9-((1H-benzo[d]imidazol-2-yl)methyl)-azaacridine (9). Yield 73%; mp: 289-291 C; 1H NMR (400 MHz,DMSO-d6) d 8.51-8.48 (d, J = 14.4 Hz 1H), 8.37 (s, 1H), 8.13-8.11(d, 1H), 7.92 (s, 1H), 7.47-7.42 (m, 3H), 7.22-7.20 (d, J = 8.8 Hz,1H), 7.12-7.10 (m, 2H), 3.81 (s, 3H). 13C NMR (101 MHz, DMSOd6)d 157.82, 153.67, 147.62, 146.32, 143.49, 140.36, 140.33, 140.28, 133.72, 127.24, 126.19, 125.45, 123.24, 118.35, 115.08,53.37, 44.72. HRMS (ESI): [M+H]+ 390.1043; found 390.1115.

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.

Reference:
Article; Li, Dan; Yuan, Zigao; Chen, Shaopeng; Zhang, Cunlong; Song, Lu; Gao, Chunmei; Chen, Yuzong; Tan, Chunyan; Jiang, Yuyang; Bioorganic and Medicinal Chemistry; vol. 25; 13; (2017); p. 3437 – 3446;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem