Semicarbazide hydrochloride → HCID 53960437, compound

Participants

Reaction Steps

To a solution of 2.49 grams (0.0223 moles) of semicarbazide hydrochloride in 25 ml of methanol in a 50 ml erlenmeyer flask was added 1.75 grams (0.0223 moles) of 50% NaOH and the reaction stirred 15 minutes. To this solution was added 5.15 grams (0.0223 moles) of 1-t-butylazo-1-isothiocyanatocyclohexane and the reaction mixture stirred for 6 days at room temperature. The methanol was evaporated under reduced pressure, the residue slurried in water and filtered. The filter cake weighed 5.0 grams (73% crude yield) after drying and was a pale yellow solid. The product did not melt but decomposed around 180° C. The infrared spectrum of the product contained amide carbonyls at 1620 and 1675 cm-1, a strong band at 1540 cm-1 [-N(H)CS], a strong NH band at 3200 cm-1 and weaker NH bands around 3400 cm-1. The isothiocyanate band at 2040 cm-1 was absent.

Provenance & Evidence