Ethanol → 2,7-Dimethyl-1,2-dihydrophthalazin-1-one

HRID 221811

Reaction equation

HRID 221811 reaction equation
[CH:1]([C:3]1[CH:11]=[CH:10][C:9](OC)=[CH:8][C:4]=1[C:5]([OH:7])=O)=O.[CH3:14][NH:15][NH2:16].[CH2:17](O)C>>[CH3:17][C:9]1[CH:8]=[C:4]2[C:3]([CH:1]=[N:16][N:15]([CH3:14])[C:5]2=[O:7])=[CH:11][CH:10]=1

Participants

4

Reactant 3

HCID 702EthanolHCID 6061MethylhydrazineHCID 71762052-Formyl-5-methoxybenzoic acid

Product 1

HCID 670105172,7-Dimethyl-1,2-dihydrophthalazin-1-one

Procedure

A solution of 2-formyl-5-methoxy-benzoic acid (1.0 g, 6.10 mmol) and methyl hydrazine (0.481 mL, 1.5 eq.) in ethanol (15 mL) was stirred at 85° C. for 1.5 days. The solvent was removed and the solid was collected and washed with cold EtOH to give 7-methyl-2-methyl-2H-phthalazin-1-one (780 mg): MS m/z 191 (M+H).

Workup

  1. customThe solvent was removed
  2. customthe solid was collected
  3. washwashed with cold EtOH

Sources & evidence

ORD record
ord-9d2282b2e82441e68e7a592a8ee34cbd
Source dataset
uspto-grants-2012_06
Patent number
US08207168B2

Linked notes

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