Hydrazine → 6-Bromophthalazin-1(2h)-one

HRID 622123Notes

Reaction equation

HRID 622123 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:7](=O)[O:6][CH:5]2O.[NH2:13][NH2:14]>C(O)(C)C>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:7](=[O:6])[NH:14][N:13]=[CH:5]2

Participants

4

Reactant 2

HCID 9321HydrazineHCID 142348425-bromo-3-hydroxy-3H-isobenzofuran-1-one

Product 1

HCID 115359186-Bromophthalazin-1(2h)-one

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

5-Bromo-3-hydroxyphthalide (49 gm) was slurred in 200 ml isopropanol. Hydrazine (20 ml) was added and the mixture refluxed for 2 hours. The reaction mixture was allowed to cool and the product filtered off, washed with isopropanol and dried. The product weighed 46.8 gm and melted at 280°-283° C.

Workup

  1. temperaturethe mixture refluxed for 2 hours
  2. temperatureto cool
  3. filtrationthe product filtered off
  4. washwashed with isopropanol
  5. customdried

Sources & evidence

ORD record
ord-26892674c85c4488bb0acbd772a4af2f
Source dataset
uspto-grants-1988_09
Patent number
US04769369

Reaction notes

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