Reactions of 2‐amino‐, 2‐alkylamino‐, and 2‐piperidino‐1‐azaazulenes with aryl and chlorosulfonyl isocyanates
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<jats:title>Abstract</jats:title><jats:p>Reaction of 2‐amino‐1‐azaazulene with phenyl isocyanate gave 3‐phenyl‐2<jats:italic>H</jats:italic>‐3,4‐dihydro‐1,3,4a‐triazabenz[5,4‐<jats:italic>a</jats:italic>]azulene‐2,4‐dione. Reactions of 2‐alkylamino‐1‐azaazulenes with aryl isocyanates gave 2‐(<jats:italic>N</jats:italic>‐ethyl‐<jats:italic>N</jats:italic>′‐arylureido)‐1‐azaazulenes initially, which rearranged to <jats:italic>N</jats:italic>‐aryl‐2‐alkylamino‐1‐azaazulene‐3‐carboxamides and successive reaction with another molar amount of aryl isocyanate furnished uracil‐fuzed 1‐azaazulenes. Reaction of 2‐piperidino‐1‐azaazulene with aryl isocyanate gave <jats:italic>N</jats:italic>‐aryl‐2‐piperidino‐1‐azaazulene‐3‐carboxamide. Reaction of 2‐(substituted amino)‐1‐azaazulenes with chlorosulfonyl isocyanate gave 3‐cyano‐ and 3‐chloro‐2‐(substituted amino)‐1‐azaazulenes.</jats:p>
収録刊行物
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- Journal of Heterocyclic Chemistry
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Journal of Heterocyclic Chemistry 33 1323-1331, 1996-07-01
Wiley