75358-18-8Relevant academic research and scientific papers
The synthesis of 2-amino-4(3H)-quinazolinones and related heterocycles via a mild electrocyclization of aryl guanidines
Sales, Zachary S.,Mani, Neelakandha S.,Allison, Brett D.
supporting information, p. 1623 - 1626 (2018/03/29)
A new method for the preparation of 2-amino-4(3H)-quinazolinones and similar fused heterocycles is described. Simply warming a mixture of an aryl guanidine and carbonyl diimidazole in acetonitrile results in formation of a putative N-amidinoisocyanate intermediate which undergoes a 6π-electron electrocyclic reaction with the aryl ring to generate the quinazolinone ring system. The mild conditions are compatible with a variety of functional groups, and the reaction is shown to be successful on multigram scale.
REACTIONS OF OXIDIZED THIOUREAS WITH AMINE NUCLEOPHILES
Maryanoff, Cynthia A.,Stanzione, Robin C.,Plampin, James N.
, p. 221 - 232 (2007/10/02)
A route for the convenient, cost effective synthesis of di- and tri-substituted guanidines from thioureas has been developed.The key transformation involves activation of the sulfur through S-oxidation followed by displacement of the activated sulfur by a
