Category: 5400-75-9

Reference of 5400-75-9, These common heterocyclic compound, 5400-75-9, name is 5-Methyl-1H-benzo[d]imidazol-2(3H)-one, 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.

5-Methyl-1 ,3-diotahydro-2H-benzimiotadazol-2-one (13.1 g, 88.5 mmol) and phosphorus oxychloride(130 rmL, freshly distillated) was charged into three-neck round-bottom flask. The mixture was heated up to boiling point till homogeneous solution was formed. After that the dried hydrogen chloride was bubbled through inlet gas-pipe into the reaction mixture. The mixture was boiled for 15 hours. Excess of phosphorus oxychloride was distillated in vacuo. Mixture of ice and water (250 ml_) was added to residue. The obtained suspension was cooled to room temperature and filtered. Filtrate was alkalinized by aqueous ammonia solution till pH 8, cooled by cold water and filtered crude 2-chloro-6-methyl-1H- benzimidazole. White powder was crystallized from aqueous methanol (water-methanol: 1.1 , 200 mL), washed by aqueous methanol and dried in desiccator under Phosphorous oxide in vacuo. Yield. 8.17 g (55 percent).

Statistics shows that 5-Methyl-1H-benzo[d]imidazol-2(3H)-one is playing an increasingly important role. we look forward to future research findings about 5400-75-9.

Reference:
Patent; CRYSOPTIX K.K.; WO2009/109782; (2009); A2;,
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. 5400-75-9, name is 5-Methyl-1H-benzo[d]imidazol-2(3H)-one, A new synthetic method of this compound is introduced below., COA of Formula: C8H8N2O

A mixture of 5-methyl-1,3-dihydrobenzimidazol-2-one (1.00 g, 6.84 mmol) and phosphorous oxychloride (9.54 mL, 103 mmol) was stirred for 1.5 h at 95 C. After being cooled to ambient temperature, the reaction mixture was carefully added to a mixture of saturated NaHCO3 aq. (60 mL) and ethyl acetate (60 mL). The separated organic layer was washed with water, brine, and dried over MgSO4. After filtration, the filtrate was evaporated in vacuo, The resulting precipitates were collected by filtration, and successfully washed with isopropyl ether to give 2-chloro-5-methyl-benzimidazole (1.74 g, 58.9 %). ESI-HRMS calcd. for C8H8ClN2 ([M+H]+) 167.0371; found m/z 167.039. NMR (DMSO-d6, delta): 2.40 (3 H, s), 7.00-7.06 (1H,m), 7.29 (1 H, s), 7.39 (1H, d, J=8.2 Hz). Other substituted 2-chloro-benzimidazols were prepared in a manner similar.

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; Nakao, Syuhei; Mabuchi, Miyuki; Shimizu, Tadashi; Itoh, Yoshihiro; Takeuchi, Yuko; Ueda, Masahiro; Mizuno, Hiroaki; Shigi, Naoko; Ohshio, Ikumi; Jinguji, Kentaro; Ueda, Yuko; Yamamoto, Masatatsu; Furukawa, Tatsuhiko; Aoki, Shunji; Tsujikawa, Kazutake; Tanaka, Akito; Bioorganic and Medicinal Chemistry Letters; vol. 24; 4; (2014); p. 1071 – 1074;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem