Hydrazine hydrate (1:1) → HCID 23458563, compound

HRID 1679910Notes

Reaction equation

HRID 1679910 reaction equation
[CH:1]1([C:7]2[CH:20]=[CH:19][C:10]([C:11]([C@H:13]3[CH2:15][C@H:14]3[C:16](O)=[O:17])=O)=[CH:9][CH:8]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.O.[NH2:22][NH2:23]>C(O)C>[CH:1]1([C:7]2[CH:20]=[CH:19][C:10]([C:11]3[CH:13]4[CH:14]([C:16](=[O:17])[NH:22][N:23]=3)[CH2:15]4)=[CH:9][CH:8]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 53847826HCID 53847826, compound

Product 1

HCID 23458563HCID 23458563, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

8.0 g (29.4 millimoles) of cis-2-(p-cyclohexylbenzoyl)-cyclopropanecarboxylic acid, 1.6 g (32.0 millimoles) of hydrazine hydrate and 100 ml of ethanol are refluxed for 8 hours. The product is filtered off at 0° C. and dried under reduced pressure at 50° C. 7.3 g (93% of theory) of 2-(p-cyclohexylphenyl)-3,4-diaza-bicyclo[4.1.0]hept-2-en-5-one are obtained as almost colorless crystals, of melting point 211°-212° C. after recrystallization from isopropanol.

Workup

  1. filtrationThe product is filtered off at 0° C.
  2. customdried under reduced pressure at 50° C

Sources & evidence

ORD record
ord-68e141964a8b47f497d69c572c24e6a9
Source dataset
uspto-grants-1981_06
Patent number
US04271163

Reaction notes

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