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1‐Alkyl‐4‐aryl‐3,4‐dihydro‐2(1 H )‐quinazolinones and thiones. Synthesis and 1 H‐NMR spectra
Author(s) -
Houlihan William J.,
Cooke George,
Denzer Max,
Nicoletti Joseph
Publication year - 1982
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.5570190639
Subject(s) - chemistry , methanesulfonic acid , thiourea , alkyl , aryl , aldehyde , isopropyl , carbon 13 nmr , medicinal chemistry , nmr spectra database , proton nmr , organic chemistry , spectral line , catalysis , physics , astronomy
A series of 1‐alkyl‐4‐aryl‐3,4‐dihydro‐2(1 H )‐quinazolinones and thiones were prepared by a modification of the Pictet‐Spengler reaction that involves treatment of an N ‐alkyl‐ N ‐arylurea or thiourea with an aryl aldehyde in the presence of methanesulfonic acid. The 1 H‐nmr spectra of several of these compounds gave rise to unusual OCH 2 O and isopropyl signals.