Urea → N-[1-(t-Butylazo)cyclohexyl]-N'-isobutylurea

Participants

Reaction Steps

To 7.4 grams (0.0353 moles) of 1-t-butylazo-1-isocyanatocyclohexane stirred with a magnetic stirrer in a 50 ml erlenmeyer flask was added 2.59 grams (0.0353 moles) of isobutylamine. The reaction mixture became viscous, was diluted with pentane and stirred for 3 hours at room temperature. The pentane was stripped from the reaction mixture leaving a yellow solid weighing 9.7 grams (97% crude yield). The product melted at 90°-92° C. The infrared spectrum of the product contained a very strong urea type carbonyl around 1625 cm-1 and a broad NH band at 3330 cm-1. The isocyanate band at 2225 cm-1 was absent.

Provenance & Evidence