Hydrazine hydrate (1:1) → 5,7-Dimethoxyphthalazin-1(2H)-one

HRID 29951Notes

Reaction equation

HRID 29951 reaction equation
[CH:1]([C:3]1[C:11]([O:12][CH3:13])=[CH:10][C:9]([O:14][CH3:15])=[CH:8][C:4]=1[C:5](O)=[O:6])=O.O.[NH2:17][NH2:18]>C(O)C>[CH3:13][O:12][C:11]1[CH:10]=[C:9]([O:14][CH3:15])[CH:8]=[C:4]2[C:3]=1[CH:1]=[N:17][NH:18][C:5]2=[O:6]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 153694282-Formyl-3,5-dimethoxybenzoic acid

Product 1

HCID 211386935,7-Dimethoxyphthalazin-1(2H)-oneYield 86%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The 2-formyl-3,5-dimethoxybenzoic acid (2.7 g, 13 mmol) is partially dissolved in 300 mL of ethanol, and 6.2 mL of hydrazine hydrate are then added. The mixture is refluxed for 6 hours. After cooling, the precipitate formed is filtered off and then dried. 2.3 g of a white solid are obtained (86% yield).

Workup

  1. temperatureThe mixture is refluxed for 6 hours
  2. temperatureAfter cooling
  3. customthe precipitate formed
  4. filtrationis filtered off
  5. customdried

Sources & evidence

ORD record
ord-ffc2fbeaf2ac4c7e8cb57124306c181b
Source dataset
uspto-grants-2008_09
Patent number
US07423030B2

Reaction notes

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