Facile access to N-formyl imide as an N-formylating agent for the direct synthesis of N-formamides, benzimidazoles and quinazolinones was written by Huang, Hsin-Yi;Lin, Xiu-Yi;Yen, Shih-Yao;Liang, Chien-Fu. And the article was included in Organic & Biomolecular Chemistry in 2020.Reference of 1632-83-3 This article mentions the following:
N-Formamides e.g., N-benzylformamide synthesis using N-formyl imide RC(O)NHC(O)H (R = Ph, tert-Bu, pyridin-4-yl, thiophen-2-yl, etc.) with primary and secondary amines e.g., benzylamine with catalytic amounts of p-toluenesulfonic acid monohydrate (TsOH路H2O) is described. This reaction is performed in water without the use of surfactants. Moreover, N-formyl imide is efficiently synthesized using acylamidines RC(O)N=CHN(CH3)2 with TsOH路H2O in water. In addition, N-formyl imide was successfully used as a carbonyl source in the synthesis of benzimidazole I (R1 = H, Me; R2 = H, Me, F, CN, etc.; R3 = H, Me, Cl; R4 = H, Me, Bn, Ts; R2R3 = -CH=CH-CH=CH-) and quinazolinone derivs II (R5 = H, Pr, Ph, cyclopentyl, etc.). Notable features of N-formylation of amines by using N-formyl imide include operational simplicity, oxidant- and metal-free conditions, structurally diverse products, and easy applicability to gram-scale operation. In the experiment, the researchers used many compounds, for example, 1-Methylbenzimidazole (cas: 1632-83-3Reference of 1632-83-3).
1-Methylbenzimidazole (cas: 1632-83-3) belongs to imidazole derivatives. 1H-imidazole is an imidazole tautomer which has the migrating hydrogen at position 1. It is a conjugate base of an imidazolium cation. It is a conjugate acid of an imidazolide. It is a tautomer of a 4H-imidazole. Imidazole also acts as a microtubule destabilizing agents and inhibits topoisomerase and Cytochrome P450 Family 26 Subfamily A Member 1 (CYP26A1) enzymes.Reference of 1632-83-3
Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem