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Synthesis 1994; 1994(10): 1057-1062
DOI: 10.1055/s-1994-25637
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1,2,4-Triazole-Fused Heterocycles; Part 1: Preparation of 5,10-Dihydro-[1,2,4]-triazolo[5,1-b]quinazolines

Kee-Jung Lee* , Seong Heon Kim, Sanghee Kim, Hokoon Park, Yang Rai Cho, Bong Young Chung, Edward E. Schweizer
  • *Department of Industrial Chemistry. Hanyang University, Seoul 133-791, South Korea
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Publication Date:
27 September 2002 (online)

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The reaction of benzophenone 1-ureidoethylidenehydrazones 9 with a mixture of triphenylphosphine, carbon tetrachloride, and triethylamine in dichloromethane provides a general route to 5,10-dihydro-[1,2,4]triazolo [5,1-b]quinazolines 7 via the electrocyclization of the expected azino carbodiimide intermediates 10. When one of the substituents on the ureas 9 was an aryl group, unusual guanidine compounds 13 were also produced, and their structures were confirmed by X-ray crystallographic analysis.

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