1-methyl-1H-1,3-benzodiazol-5-amine → HCID 12968444, compound

Participants

Reaction Steps

A solution of 1-methyl-5-aminobenzimidazole (0.15 g, 1.1 mmol) and ISA (0.30 g, 2.2 mmol) in 3 ml of isobutanol was stirred at reflux for 12 h. The reaction mixture was concentrated in vacuo, yielding an oily residue which was purified on silica gel column chromatography (NH3 sat'd 20% isopropanol/EtOAc) to yield 0.12 g (0.56 mmol, 51%) of the desired product. The product obtained was converted to the fumarate salt and recrystallized from isopropanol to afford 0.11 g (30%) of the product as a white crystal: mp 210-211° C.; Anal. Calc. for C11H13N5.1.0C4H4O4-0.3H2O requires C, 35.36; H. 5.28; N,20.74. Found: C, 53.67; H, 5.13; N, 20.70.

Provenance & Evidence