Hydrazine → HCID 70573020, compound

HRID 1679912Notes

Reaction equation

HRID 1679912 reaction equation
[C:1]1([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:2]([C:7]([C@H:9]2[CH2:11][C@H:10]2[C:12](O)=[O:13])=O)=[CH:3][CH:4]=[CH:5][CH:6]=1.[NH2:21][NH2:22]>C(O)C>[C:1]1([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[CH:9]2[CH:10]([C:12](=[O:13])[NH:21][N:22]=1)[CH2:11]2

Participants

4

Reactant 2

HCID 9321HydrazineHCID 70574480HCID 70574480, compound

Product 1

HCID 70573020HCID 70573020, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

7.0 g (26.3 millimoles) of cis-2-(p-biphenylcarbonyl)-cyclopropanecarboxylic acid, 1.45 g (29.0 millimoles) of hydrazine and 100 ml of ethanol are refluxed for 8 hours. After filtering off the product at 0° C. and drying it under reduced pressure at 50° C., 6.6 g (96% of theory) of 2-(p-biphenylyl)-3,4-diazabicyclo[4.1.0]hept-2-en-5-one are obtained as colorless crystals, of melting point 220°-221° C. after recrystallization from ethanol.

Workup

  1. filtrationAfter filtering off the product at 0° C.
  2. customdrying it under reduced pressure at 50° C.

Sources & evidence

ORD record
ord-3b69dffb2ea14fc18f6c28bb6c467b17
Source dataset
uspto-grants-1981_06
Patent number
US04271163

Reaction notes

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