Hydrazine hydrate (1:1) → 6-Chloro-1,2,3,4-tetrahydrophthalazine-1,4-dione

HRID 42207

Reaction equation

HRID 42207 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=O)[O:8][C:6](=[O:7])[C:5]2=[CH:11][CH:12]=1.O.[NH2:14][NH2:15]>C(O)(=O)C>[Cl:1][C:2]1[CH:3]=[C:4]2[C:5](=[CH:11][CH:12]=1)[C:6](=[O:7])[NH:15][NH:14][C:9]2=[O:8]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 670444-Chlorophthalic anhydride

Product 1

HCID 107265786-Chloro-1,2,3,4-tetrahydrophthalazine-1,4-dioneYield 95%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

A mixture of 4-chlorophthalic anhydride (1.81 g, 10 mmol) and acetic acid (15 mL) was added to a solution of hydrazine hydrate (0.62 mL, 10 mmol) in acetic acid (2 mL). The resulting mixture was stirred at reflux for 2 h. The precipitate was collected and dried to give the title compound as a white solid (1.82 g, 95%).

Workup

  1. temperatureat reflux for 2 h
  2. customThe precipitate was collected
  3. customdried

Sources & evidence

ORD record
ord-ceb71bc6a7a748e4a433d2cfcdfb347b
Source dataset
uspto-grants-2013_09
Patent number
US08536168B2

Linked notes

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