Hydrazine hydrate (1:1) → 6,7-Dimethoxy-1,2-dihydrophthalazin-1-one

HRID 1164508

Reaction equation

HRID 1164508 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:14]=O)[C:6](=[CH:10][C:11]=1[O:12][CH3:13])[C:7](O)=[O:8].O.[NH2:17][NH2:18]>C(O)C>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:6](=[CH:10][C:11]=1[O:12][CH3:13])[C:7](=[O:8])[NH:18][N:17]=[CH:14]2

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 71762072-Formyl-4,5-dimethoxybenzoic acid

Product 1

HCID 122985456,7-Dimethoxy-1,2-dihydrophthalazin-1-one

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4,5-Dimethoxyphthalaldehydic acid (10 g.) and hydrazine hydrate (2.4 ml.) in ethanol (150 ml.) were heated under reflux for 20 hours during which time a white crystalline solid formed. The mixture was cooled in an ice bath, filtered and the resulting product dried to give crude 6,7-dimethoxyphthalazin-1-one (7 g.). A sample was crystallized from water yielding colorless needles, m.p. 254°-256° C.

Workup

  1. temperatureunder reflux for 20 hours during which time a white crystalline solid
  2. customformed
  3. temperatureThe mixture was cooled in an ice bath
  4. filtrationfiltered
  5. customthe resulting product dried

Sources & evidence

ORD record
ord-153785bad39141c4860e60f40756846b
Source dataset
uspto-grants-1983_01
Patent number
US04370328

Linked notes

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