154377-87-4

Upstream product

• 100-52-7 benzaldehyde 
• 88614-27-1 Ethyl 2-hydrazinocycloheptapyrrole-3-carboxylate 
• 59181-16-7 ethyl 2-chlorocycloheptapyrrole-3-carboxylate 

Downstream Products

• 154377-92-1 10-ethyl 2,3,3a,4-tetramethyl 3a,4-dihydro-1-phenyl-4a,11,11a-triaza-1H-indeno<5,6-a>azulene-2,3,3a,4,10-pentacarboxylate 
• 143809-76-1 9-ethyl 1,2,3-trimethyl 3a-azacyclopentazulene-1,2,3,9-tetracarboxylate 

Relevant academic research and scientific papers

Syntheses and cycloadditions of ethyl 2-(benzylidene)hydrazino-1- azaazulene-3-carboxylates with dimethyl acetylenedicarboxylate

Syntheses and cycloadditions of ethyl 2-(benzylidene)hydrazino-1- azaazulene-3-carboxylates were investigated. Condensations of ethyl 2- hydrazino-1-azaazulene-3-carboxylate with benzaldehyde and p-methoxy- benzaldehyde gave corresponding hydrazones in good yields. Reactions of ethyl 2-(benzylidene)hydrazino-1-azaazulene-3-carboxylate (2a) and ethyl 2-(p- methoxybenzylidene)hydrazino-1-azaazulene-3-carboxylate with dimethyl acetylenedicarboxylate gave novel 1:2-adducts, 4a,11,11a-triazaindeno[5,6- a]azulene derivatives and 2-methoxycarbonylimino-1-(2-pyrrolylmethyl)-1- azaazulene derivatives as major products. Reaction of 2a with electron deficient olefins (tetracyanoethylene, N-methylmaleimide) gave no cycloadduct but a cyclization product of 2a, 3-phenyl-1,2,3a-triazacyclopent[a]azulene- 9-carboxylate. The structures of the obtained compounds were analyzed by inspections of their physical and spectral data, and by single-crystal X-ray analyses of some of these compounds. The reaction mechanisms of these reactions are discussed.