Hydrazine hydrate (1:1) → HCID 15046182, compound

HRID 714119Notes

Reaction equation

HRID 714119 reaction equation
[Cl:1][C:2]1[CH:12]=[CH:11][CH:10]=[C:4]2[C:5]([O:7][C:8](=O)[C:3]=12)=[O:6].O.[NH2:14][NH2:15]>C(O)(=O)C>[Cl:1][C:2]1[CH:12]=[CH:11][CH:10]=[C:4]2[C:3]=1[C:8](=[O:7])[NH:14][NH:15][C:5]2=[O:6]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 670143-Chlorophthalic anhydride

Product 1

HCID 15046182HCID 15046182, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
125 °C

Procedure

3-Chloro-phthalic anhydride (5a, purchased from TCI) (10 g, 54.95 mmol) was dissolved in glacial acetic acid (100 mL), and hydrazine hydrate (20 mL) was added dropwise at 0° C., and then refluxed for two hours at 125° C. When the reaction was completed, the solution was cooled down to room temperature, filtrated, and washed with water until the filtrate pH 6.0, and then dried to give 5-chloro-2,3-dihydrophthalazin-1,4-dione (5b), 10.08 g white solid (yield 93%).

Workup

  1. temperaturethe solution was cooled down to room temperature
  2. filtrationfiltrated
  3. washwashed with water until the filtrate pH 6.0
  4. customdried

Sources & evidence

ORD record
ord-b57c68f0a73449a9b5a28ed92796fd6f
Source dataset
uspto-grants-2015_11
Patent number
US09187430B2

Reaction notes

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