Hydrazine hydrate (1:1) → 2-bromo-4-(6,7-dimethoxyphthalazin-1(2H)-on-4-yl)pyridine

HRID 1739425Notes

Reaction equation

HRID 1739425 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:9]([C:14](=O)[C:15]2[CH:20]=[CH:19][N:18]=[C:17]([Br:21])[CH:16]=2)=[CH:10][C:11]=1[O:12][CH3:13])[C:6](O)=[O:7].O.[NH2:24][NH2:25]>C(O)C>[Br:21][C:17]1[CH:16]=[C:15]([C:14]2[C:9]3[C:5](=[CH:4][C:3]([O:2][CH3:1])=[C:11]([O:12][CH3:13])[CH:10]=3)[C:6](=[O:7])[NH:25][N:24]=2)[CH:20]=[CH:19][N:18]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 218408063,4-Dimethoxy-6-(2-bromoisonicotinoyl)benzoic acid

Product 1

HCID 218408052-bromo-4-(6,7-dimethoxyphthalazin-1(2H)-on-4-yl)pyridine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3,4-Dimethoxy-6-(2-bromoisonicotinoyl)benzoic acid (15.2 g) and hydrazine monohydrate (15 ml) are added to ethanol (30 ml), and the mixture is heated under reflux for one hour. The reaction mixture is cooled with ice, and the precipitates are collected by filtration to give 2-bromo-4-(6,7-dimethoxyphthalazin-1(2H)-on-4-yl)pyridine (14.1 g).

Workup

  1. temperaturethe mixture is heated
  2. temperatureunder reflux for one hour
  3. temperatureThe reaction mixture is cooled with ice
  4. filtrationthe precipitates are collected by filtration

Sources & evidence

ORD record
ord-29cc37033b104e21b7067eb7f3a81cdf
Source dataset
uspto-grants-1999_10
Patent number
US05965730

Reaction notes

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