Hydrazinecarboxylic acid, ethyl ester → 1,2,3-Thiadiazole, 4,5-bis(4-methoxyphenyl)-

Participants

Reaction Conditions

Reaction Steps

The hydrazone (7.0 g, 20 mmol) derived from desoxyanisoin (Aldrich) and ethylcarbazate was added to 20 ml of SOCl2 ;which had been cooled in an ice bath. The reaction was heated at 60° C. for 1 hour, cooled and then the solvent was removed under vacuum. The crude residue was triturated with ether affording 7.5 g of crude material, m.p. 80°-82° C. This was recrystallized from ether affording 3.59 g (60%) of 7, m.p. 84°-86° C. as red crystals. A simple column filtration through silica afforded white, analytically pure crystals of 7, m.p. 84°-86° C.

Provenance & Evidence