Hydrazine hydrate (1:1) → 6-(3-Chloro-4-methoxyphenyl)-4,5-dihydro-3(2H)-pyridazinone

HRID 1283403Notes

Reaction equation

HRID 1283403 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:12]=[CH:13][C:14]=1[O:15][CH3:16])[C:5]([CH2:7][CH2:8][C:9](O)=[O:10])=O.O.[NH2:18][NH2:19]>>[Cl:1][C:2]1[CH:3]=[C:4]([C:5]2[CH2:7][CH2:8][C:9](=[O:10])[NH:18][N:19]=2)[CH:12]=[CH:13][C:14]=1[O:15][CH3:16]

Participants

3

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 10060312Benzenebutanoic acid, 3-chloro-4-methoxy-gamma-oxo-

Product 1

HCID 108238766-(3-Chloro-4-methoxyphenyl)-4,5-dihydro-3(2H)-pyridazinoneYield 84%

Procedure

This compound was prepared in 84% yield by reaction of 3-(3-chloro-4-methoxybenzoyl)propionic acid with hydrazine hydrate in ethanolic solution at reflux temperature for 5 hours. It had mp 194°-195°C after crystallisation from ethanol.

Workup

  1. temperatureat reflux temperature for 5 hours
  2. customafter crystallisation from ethanol

Sources & evidence

ORD record
ord-0b1d343a9ce642808535b831c78997e0
Source dataset
uspto-grants-1976_08
Patent number
US03975388

Reaction notes

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