Hydrazine hydrate (1:1) → HCID 23458556, compound

HRID 1679930Notes

Reaction equation

HRID 1679930 reaction equation
[C:1]([C:3]1[CH:16]=[CH:15][C:6]([C:7]([C@H:9]2[CH2:11][C@H:10]2[C:12](O)=[O:13])=O)=[CH:5][CH:4]=1)#[N:2].O.[NH2:18][NH2:19]>C(O)C>[C:1]([C:3]1[CH:16]=[CH:15][C:6]([C:7]2[CH:9]3[CH:10]([C:12](=[O:13])[NH:18][N:19]=2)[CH2:11]3)=[CH:5][CH:4]=1)#[N:2]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 54032708HCID 54032708, compound

Product 1

HCID 23458556HCID 23458556, compoundYield 67%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2.45 g (11.4 millimoles) of cis-2-(p-cyanobenzoyl)-cyclopropanecarboxylic acid, 0.57 g (11.4 millimoles) of hydrazine hydrate and 50 ml of ethanol are refluxed for 6 hours. After filtering off the product at 10° C. and drying it under reduced pressure at 50° C., 1.6 g (67% of theory) of 2-(p-cyanophenyl)-3,4-diaza-bicyclo[4.1.0]hept-2-en-5-one are obtained as ocher crystals which are identical with the compound from Example 39.

Workup

  1. filtrationAfter filtering off the product at 10° C.
  2. customdrying it under reduced pressure at 50° C.

Sources & evidence

ORD record
ord-a50909a9660047f7804ae63d90a9af1e
Source dataset
uspto-grants-1981_06
Patent number
US04271163

Reaction notes

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