Ethylenediamine → 1,1'-Ethylenebis-[3-(1-t-butylazocyclohexyl)thiourea]

Participants

Reaction Steps

To 10.25 grams (.044 moles) of 1-t-butylazo-1-isothiocyanatocyclohexane cooled to 10° C. and stirred with a magnetic stirrer in a 50 ml erlenmeyer flask was added 1.73 grams (.0222 moles) of ethylenediamine. The reaction mixture became viscous, pentane was added and the reaction mixture stirred for 6 hours at room temperature. The pentane was stripped from the reaction mixture to leave a yellow solid weighing 10.7 grams (90% crude yield). The product melted at 149°-152° C. with decomposition and its infrared spectrum had a strong band at 1530 cm-1 and moderate NH bands at 3350 cm-1 and the isothiocyanate band at 2040 cm-1 was absent.

Provenance & Evidence