6723. Novoldiamine
Nomenclature
CAS number: 140-80-7
N1,N1-Diethyl-1,4-pentanediamine; 1-diethylamino-4-aminopentane; 4-amino-1-diethylaminopentane; 2-amino-5-diethylaminopentane; δ-diethylamino-α-methylbutylamine; δ-diethylaminoisopentylamine. C9H22N2; mol wt 158.28.
C 68.29%, H 14.01%, N 17.70%.
Description and references
Prepd commercially from 2-diethylaminoethanol and ethyl acetoacetate. 2-Chlorotriethylamine (formed by the action of thionyl chloride on the alcohol) is condensed with the sodium derivative of ethyl acetoacetate to yield an intermediate ester, which is hydrolyzed and decarboxylated to novol ketone (5-diethylamino-2-pentanone). This is hydrogenated in the presence of ammonia to yield novoldiamine. Several other prepns, i.e., from 1,4-pentanediol and diethylamine: Kyrides, US 2365825 (1944 to Monsanto). Purification procedure: Jones, US 2400934 (1946 to Lilly).
