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1,3‐Diacyl derivatives of imidazolidine and hexahydropyrimidine: I. Preparation by novel method and characterization
Author(s) -
Mod Robert R.,
Magne Frank C.,
Sumrell Gene
Publication year - 1971
Publication title -
journal of the american oil chemists' society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.512
H-Index - 117
eISSN - 1558-9331
pISSN - 0003-021X
DOI - 10.1007/bf02883764
Subject(s) - imidazolidine , formaldehyde , yield (engineering) , hydrochloric acid , chemistry , acetic acid , organic chemistry , ring (chemistry) , medicinal chemistry , polymer chemistry , materials science , metallurgy
The reaction of formaldehyde and diamides of 1,2‐diamines in acetic acid containing a trace of hydrochloric acid was found to give 1,3‐diacyl derivatives of imidazolidine in high yield. The similar reaction of formaldehyde and diamides of 1,3‐propylenediamine gave high yields of 1,3‐diacylhexahydropyrimidines. Attempts to extend this reaction to other aldehydes than formaldehyde failed, as did attempts to condense formaldehyde with a diamide which would give a four‐membered or seven‐membered ring system, the diamide being recovered unchanged in each instance. Twenty‐two new compounds were prepared and characterized.