Hydrochloric Acid → HCID 13766010, compound

Participants

Reaction Steps

109.5 g (116 ml; 1.50 moles) of dimethylformamide were added to 798 g (5.98 moles) of anhydrous aluminum chloride in the course of 15 minutes, while stirring, a highly exothermic reaction taking place. Thereafter, 250 g (0.596 mole) of thiophene-3,4-dicarboxylic acid succinimido ester [N-(2,5-dichlorothien-3-yl)]-amide were added to the stirred mixture at 80° C. in the course of 30 minutes. The reaction mixture was stirred for a further 3 hours at this temperature and then poured, in the warm state and while stirring, onto 4.5 kg of ice and 470 ml (561.2 g; 5.85 moles) of concentrated hydrochloric acid. The crystals precipitated during this procedure were filtered off under suction, washed in succession with 6 l of water, with twice 0.5 l of acetone and with twice 0.5 l of petroleum ether (boiling range 40°-60° C.) and dried at 50° C. in a drying oven under reduced pressure. 170.8 g (94%) of 1,3dichloro-4,5-dihydrodithieno[3,4-b:3',4'-e]azepine-5,9-dione were isolated in the form of beige crystals of melting point 236.5°-239° C.

Provenance & Evidence