REACTIONS OF 2-AMINO-1-AZAAZULENES, 2-ALKYLAMINO-1-AZAAZULENES, AND 2-PIPERIDINO-1-AZAAZULENES WITH ARYL AND CHLOROSULFONYL ISOCYANATES

Reaction of 2-amino-1-azaazulene with phenyl isocyanate gave H-3,4-dih ydro-1,3,4a-triazabenz[5,4-a]azulene-2,4- dione. Reactions of 2-alkyla mino-1-azaazulenes with aryl isocyanates gave 2-(N-ethyl-N'-arylureido )-1-azaazulenes initially, which rearranged to N-aryl-2-alkylamino-1-a zaazulene-3-carboxamides and successive reaction with another molar am ount of aryl isocyanate furnished uracil-fuzed 1-azaazulenes. Reaction of 2-piperidino-1-azaazulene with aryl isocyanate gave N-aryl-2-piper idino-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.