Hydrazine hydrate (1:1) → HCID 23458522, compound

HRID 1679926Notes

Reaction equation

HRID 1679926 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:13]=[CH:14][CH:15]=1)[C:5]([C@H:7]1[CH2:9][C@H:8]1[C:10](O)=[O:11])=O.O.[NH2:17][NH2:18]>C(O)C>[NH2:1][C:2]1[CH:3]=[C:4]([C:5]2[CH:7]3[CH:8]([C:10](=[O:11])[NH:17][N:18]=2)[CH2:9]3)[CH:13]=[CH:14][CH:15]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 54322911HCID 54322911, compound

Product 1

HCID 23458522HCID 23458522, compoundYield 60%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

600 mg (2.9 millimoles) of cis-2-(m-aminobenzoyl)-cyclopropanecarboxylic acid, 20 ml of ethanol and 0.16 g (3.2 millimoles) of hydrazine hydrate are refluxed for 6 hours. After filtering off the product at 10° C. and drying it under reduced pressure at 50° C., 0.35 g (60% of theory) of 2-(m-aminophenyl)-3,4-diaza-bicyclo[4.1.0]hept-2-en-5-one are isolated as colorless crystals, which are identical with the compound from Example 33.

Workup

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

Sources & evidence

ORD record
ord-bcd388cc5b8c441abac66f7e0428f569
Source dataset
uspto-grants-1981_06
Patent number
US04271163

Reaction notes

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