TY - JOUR
T1 - Reaction of dimethyl methylenesuccinate with hydrazine
AU - Vinnikova, Marina
AU - Gertner, David
AU - Cohen, Shmuel
AU - Zilkha, Albert
PY - 1993
Y1 - 1993
N2 - The addition of hydrazine to dimethyl methylenesuccinate gave a product whose structure could be either a 1-aminopyrrolidone 1 or a hexahydropyridazinone 2. Chemical methods to establish the structure were contradictory. It gave a benzylidene derivative suggesting the former structure, but the N-benzoyl derivative of 1, prepared by a different route, differed from that of the product suggesting the latter structure. X-Ray structural analysis established that the product is 2 while the benzylidene derivative was actually that of 1, showing that rearrangement occurred when the product was heated with benzaldehyde.
AB - The addition of hydrazine to dimethyl methylenesuccinate gave a product whose structure could be either a 1-aminopyrrolidone 1 or a hexahydropyridazinone 2. Chemical methods to establish the structure were contradictory. It gave a benzylidene derivative suggesting the former structure, but the N-benzoyl derivative of 1, prepared by a different route, differed from that of the product suggesting the latter structure. X-Ray structural analysis established that the product is 2 while the benzylidene derivative was actually that of 1, showing that rearrangement occurred when the product was heated with benzaldehyde.
UR - http://www.scopus.com/inward/record.url?scp=37049084785&partnerID=8YFLogxK
U2 - 10.1039/p19930001931
DO - 10.1039/p19930001931
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AN - SCOPUS:37049084785
SN - 1472-7781
SP - 1931
EP - 1933
JO - Journal of the Chemical Society, Perkin Transactions 1
JF - Journal of the Chemical Society, Perkin Transactions 1
IS - 16
ER -