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Synthesis 1988; 1988(5): 412-416
DOI: 10.1055/s-1988-27599
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Pyridines; XVI.1 Reactions of N 1-(Arylethenyl)benzamidines with lsocyanates and Phenyl Isothiocyanate. A Facile Synthesis of N 1-(1,2-Diarylethenyl)-N 2-(alkyl- or aryl-aminocarbonyl)benzamidines and Substituted 2-Oxo- or 2-Thioxo-1,2,3,4-tetrahydro-1,3,5-triazines

Tan Kimny* , Françoise Gasquez, Paul-Louis Compagnon
  • *Laboratoire de Chimie Organique et Pharmacie Chimique, Université de Bourgogne, Faculté de Pharmacie, Boulevard Jeanne d'Arc, F-21100 Dijon, France
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Publication Date:
20 August 2002 (online)

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N 1-(1,2-Diarylethenyl)-N 2-(alkyl- or arylaminocarbonyl)benzamidines are easily prepared in good to high yields (61-90%) by reaction of various isocyanates with N 1-(1,2-diarylethenyl)benzamidines in tetrahydrofuran. When this addition reaction of the isocyanates (and also of phenyl isothiocyanate) with the amidines is performed in boiling toluene in the presence of catalytic amounts of quinuolidine the resultant N 1,N 2-disubstituted benzamidines are cyclized to give substituted 2-oxo- or 2-thioxo-1,2,3,4-tetrahydro-1,3,5-triazines in yields of 31-92%.

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