Hydrazine hydrate (1:1) → HCID 23458501, compound

HRID 1679908Notes

Reaction equation

HRID 1679908 reaction equation
[C:1]1([CH3:15])[CH:6]=[CH:5][C:4]([C:7]([C@H:9]2[CH2:11][C@H:10]2[C:12](O)=[O:13])=O)=[CH:3][CH:2]=1.O.[NH2:17][NH2:18]>C(O)C>[C:1]1([CH3:15])[CH:6]=[CH:5][C:4]([C:7]2[CH:9]3[CH:10]([C:12](=[O:13])[NH:17][N:18]=2)[CH2:11]3)=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 53822285HCID 53822285, compound

Product 1

HCID 23458501HCID 23458501, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

5.5 g (26.9 millimoles) of cis-2-(p-toluoyl)-cyclopropanecarboxylic acid, 1.5 g (30.0 millimoles) of hydrazine hydrate and 100 ml of ethanol are refluxed for 6 hours. The mixture is then concentrated and the residue is recrystallized from ethyl acetate. 4.3 g (80% of theory) of 2-(p-tolyl)-3,4-diaza-bicyclo[4.1.0]-hept-2-en-5-one are obtained as colorless crystals of melting point 162°-163.5° C.

Workup

  1. concentrationThe mixture is then concentrated
  2. customthe residue is recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-d6f385a56b604adfa24aad87a415345f
Source dataset
uspto-grants-1981_06
Patent number
US04271163

Reaction notes

Loading…