Hydrazine hydrate (1:1) → HCID 23458562, compound

HRID 1679921Notes

Reaction equation

HRID 1679921 reaction equation
[C:1]([NH:5][C:6]1[CH:19]=[CH:18][C:9]([C:10]([C@H:12]2[CH2:14][C@H:13]2[C:15](O)=[O:16])=O)=[CH:8][CH:7]=1)(=[O:4])[CH2:2][CH3:3].O.[NH2:21][NH2:22]>C(O)C>[C:1]([NH:5][C:6]1[CH:19]=[CH:18][C:9]([C:10]2[CH:12]3[CH:13]([C:15](=[O:16])[NH:21][N:22]=2)[CH2:14]3)=[CH:8][CH:7]=1)(=[O:4])[CH2:2][CH3:3]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 54118816HCID 54118816, compound

Product 1

HCID 23458562HCID 23458562, compoundYield 81.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1.0 g (3.8 millimoles) of cis-2-(p-propionylaminobenzoyl)-cyclopropanecarboxylic acid, 0.22 g (4.4 millimoles) of hydrazine hydrate and 20 ml of ethanol are refluxed for 5 hours. After filtering off the product at 25° C. and drying it under reduced pressure at 50° C., 0.8 g (81% of theory) of 2-(p-propionylaminophenyl)-3,4-diaza-bicyclo[4.1.0]hept-2-en-5-one are obtained as almost colorless crystals, of melting point 268°-270° C.

Workup

  1. filtrationAfter filtering off the product at 25° C.
  2. customdrying it under reduced pressure at 50° C.

Sources & evidence

ORD record
ord-11631db5cfe943cf963214cb54eaf95c
Source dataset
uspto-grants-1981_06
Patent number
US04271163

Reaction notes

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