Hydrazine hydrate (1:1) → 2-(m-Nitrophenyl)-3,4-diazabicyclo[4.1.0]hept-2-en-5-one
Reaction equation
O.[N+:2]([C:5]1[CH:6]=[C:7]([CH:16]=[CH:17][CH:18]=1)[C:8]([C@H:10]1[CH2:12][C@H:11]1[C:13](O)=[O:14])=O)([O-:4])=[O:3].O.[NH2:20][NH2:21]>C(O)C>[N+:2]([C:5]1[CH:6]=[C:7]([C:8]2[CH:10]3[CH:11]([C:13](=[O:14])[NH:20][N:21]=2)[CH2:12]3)[CH:16]=[CH:17][CH:18]=1)([O-:4])=[O:3]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
4.4 g (17.4 millimoles) of cis-2-(m-nitrobenzoyl)-cyclopropanecarboxylic acid hydrate, 1.05 g (21.0 millimoles) of hydrazine hydrate and 100 ml of ethanol are refluxed for 7 hours. After filtering off the product at 10° C. and drying it under reduced pressure at 50° C., 2.8 g (70% of theory) of 2-(m-nitrophenyl)-3,4-diazabicyclo[4.1.0]hept-2-en-5-one are obtained as pale yellow crystals, of melting point 220°-221° C.