反应详情

To a suspension of 15 g (50 mmol) of 2-[(methylamino)methyl]-α-phenylbenzenemethanamine dihydrochloride in 100 mL of isopropyl alcohol was added 10 g (100 mmol) of potassium acetate followed by 3.3 mL (55 mmol) of carbon disulfide in 35 mL of isopropyl alcohol. The suspension was stirred at room temperature for one and one-half hours and then refluxed for 30 minutes. The reaction was chilled in ice and the internal salt of the carbamodithioic acid, contaminated with two equivalents of potassium chloride, was filtered off. The carbamodithioic acid was suspended in 125 mL of 95% ethanol, and 1.3 mL of 12N hydrochloric acid was added. The suspension was refluxed for three days, cooled, and 15.3 g (114%) of the crude benzodiazepin-3-thione was filtered off. A 6-g portion of the crude product was recrystallized from 2-ethoxy ethanol to yield 2.0 g (38%) of product, mp 208-209.

1. temperaturerefluxed for 30 minutes
2. temperatureThe reaction was chilled in ice
3. filtrationwas filtered off
4. addition1.3 mL of 12N hydrochloric acid was added
5. temperatureThe suspension was refluxed for three days
6. temperaturecooled
7. filtration15.3 g (114%) of the crude benzodiazepin-3-thione was filtered off
8. customA 6-g portion of the crude product was recrystallized from 2-ethoxy ethanol