Water → HCID 178520378, compound

Participants

Reaction Conditions

Reaction Steps

A 4.0 g portion of 2-methyl-1H-benzimidazole and 13.9 ml of TEA were dissolved in 40 ml of Diglyme, and 17.5 g of 2-chlorobenzoic acid chloride was added dropwise thereto. The reaction mixture was stirred at 100° C. for 3 hours. After cooling to room temperature, the reaction mixture was mixed with water, extracted with chloroform, dried with anhydrous sodium sulfate and then concentrated, thereby obtaining an orange oily substance. This was dissolved in 60 ml of methanol, mixed with 7.9 ml of morpholine and then heated under reflux for 3.5 hours. The reaction mixture was cooled to room temperature, mixed with water and then stirred for 1 hour. The thus formed precipitate was collected by filtration, washed with cool water and then dried to obtain 6.1 g (75%) of 1-(2-chlorophenyl)-2-(1,3-dihydro-2H-benzimidazol-2-ylidene)ethanone (Reference Example 1-2) as pale yellow powdery crystals. ES+: 271

Provenance & Evidence