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Synthesis of 1,2‐disubstituted‐1,4,5,6‐tetrahydropyrimidines
Author(s) -
Perillo Isabel,
Lamdan Samuel
Publication year - 1973
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570100605
Subject(s) - chemistry , reagent , protonation , cleavage (geology) , ring (chemistry) , ether , closure (psychology) , organic chemistry , combinatorial chemistry , ion , geotechnical engineering , fracture (geology) , economics , engineering , market economy
Cyclization of benzoyl derivatives of N ‐substituted trimethylenediamines with polyphosphoric acid or the corresponding ethyl ester, afforded 1, 2‐disubstituted‐1, 4, 5, 6‐tetrahydropyrimidines. PPE was the more advantageous reagent. The excessive protonation of the starting material and the cleavage of the ether function produced by PPA explains the failure of this reagent to cause ring closure in some cases. Synthesis of the starting materials is described. Analytical and spectroscopic data of the new compounds are presented.