Thioacetamide → HCID 9839216, compound

Participants

Reaction Conditions

Reaction Steps

321 mg of 2-bromo-5-(3-chlorophenyl)indan-1-one are dissolved with 83 mg of thioacetamide in 10 ml of dry acetone and stirred at 0° C. for 5 h. The precipitate consisting of 6-(3-chlorophenyl)-2-methyl-8,8a-dihydroindeno[1,2-d]thiazol-3a-ol hydrobromide is filtered off with suction, washed with acetone, dried in vacuo and then dissolved in 20 ml of dry methanol. The solution is left to stand at room temperature for 2 weeks. It is made basic with triethylamine, concentrated and purified on silica gel with ethyl acetate/n-heptane 1/1. 6-(3-Chlorophenyl)-2-methyl-8H-indeno[1,2-d]thiazole is obtained with a melting point of 111-112° C. in addition to 6-(3-chlorophenyl)-3a-methoxy-2-methyl-8,8a-dihydro-3aH-indeno[1,2-d]thiazole with a melting point of 80-82° C.

Provenance & Evidence