Hydrochloric Acid → 6-Carbamoyl-2,3-dihydro-1,4-phthalazinedione

HRID 324340Notes

Reaction equation

HRID 324340 reaction equation
[C:1]([C:4]1[CH:5]=[C:6]2[C:11](=[O:12])[NH:10][C:8](=[O:9])[C:7]2=[CH:13][CH:14]=1)(=[O:3])[NH2:2].O.[NH2:16]N.Cl.O>CN1CCCC1=O>[C:1]([C:4]1[CH:5]=[C:6]2[C:7](=[CH:13][CH:14]=1)[C:8](=[O:9])[NH:16][NH:10][C:11]2=[O:12])(=[O:3])[NH2:2]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 24654Hydrazine hydrate (1:1)HCID 106792194-Carbamoylphthalimide

Product 1

HCID 105362196-Carbamoyl-2,3-dihydro-1,4-phthalazinedione

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

4-Carbamoylphthalimide (2.00 g, 0.011 mol) was suspended in 12 ml of N-methyl-2-pyrrolidinone, followed by the dropwise addition of 0.8 ml of hydrazine hydrate. The obtained mixture was stirred at room temperature for 30 minutes, followed by the addition of 5.5 ml of 3N hydrochloric acid and 50 ml of water. The crystals thus precipitated were recovered by filtration, washed with water and dried with hot air. The title compound (2.0 g) was obtained as a light brown crystal (yield: 94%).

Workup

  1. customThe crystals thus precipitated
  2. filtrationwere recovered by filtration
  3. washwashed with water
  4. customdried with hot air

Sources & evidence

ORD record
ord-518c10f112d94cb6ad72531aa90f392c
Source dataset
uspto-grants-2001_04
Patent number
US06218392B1

Reaction notes

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