Hydrochloric Acid → 1-Chlorophthalazine hydrochloride

HRID 2119297Notes

Reaction equation

HRID 2119297 reaction equation
[CH:1]1[CH:6]=[C:5]2[CH:7]=[N:8][NH:9][C:10](=O)[C:4]2=[CH:3][CH:2]=1.C(#N)C.O=P(Cl)(Cl)[Cl:17].[ClH:20]>O1CCOCC1>[ClH:17].[Cl:20][C:10]1[C:4]2[C:5](=[CH:6][CH:1]=[CH:2][CH:3]=2)[CH:7]=[N:8][N:9]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 6342AcetonitrileHCID 83941(2H)-PhthalazinoneHCID 24813Phosphorus oxychloride

Product 1

HCID 223864641-Chlorophthalazine hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
50 °C

Procedure

A suspension of 50 g (342 mmol) phthalazone, 1370 ml acetonitrile, 66 ml (0.72 mol) POCl3 and 85 ml 4 N HCl in dioxane is stirred for 8 h at 50° C. The resulting solution is cooled to RT, evaporated to a volume of about 0.8 l and diluted with 1.2 l DIPE. Filtration and washing with DIPE yield the title compound: FAB-MS (M+H)+=165/167.

Workup

  1. temperatureThe resulting solution is cooled to RT
  2. customevaporated to a volume of about 0.8 l
  3. additiondiluted with 1.2 l DIPE
  4. filtrationFiltration
  5. washwashing with DIPE

Sources & evidence

ORD record
ord-4e5dc79511844f758d3c69639dd37507
Source dataset
uspto-grants-2004_02
Patent number
US06686347B2

Reaction notes

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