Phosphorus oxychloride → 1-Chloro-7-methoxyisoquinoline

HRID 1279071Notes

Reaction equation

HRID 1279071 reaction equation
Cl.[CH3:2][O:3][C:4]1[CH:13]=[C:12]2[C:7]([CH:8]=[CH:9][N+:10]([O-])=[CH:11]2)=[CH:6][CH:5]=1.P(Cl)(Cl)([Cl:17])=O>>[Cl:17][C:11]1[C:12]2[C:7](=[CH:6][CH:5]=[C:4]([O:3][CH3:2])[CH:13]=2)[CH:8]=[CH:9][N:10]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 226656837-Methoxy-isoquinoline-N-oxide hydrochloride

Product 1

HCID 222501811-Chloro-7-methoxyisoquinoline

Conditions

Temperature
90 °C

Procedure

7-Methoxy-isoquinoline-N-oxide hydrochloride (38.2 g) was added in portions to phosphoryl chloride (275 mL) and the mixture heated at 90° C. for 6 h. Excess of phosphoryl chloride was removed in vacuo. The remaining white solid was washed with water, filtered and dried in vacuo. Yield: 28.3 g (81%) m.p. 77-78° C.

Workup

  1. customExcess of phosphoryl chloride was removed in vacuo
  2. washThe remaining white solid was washed with water
  3. filtrationfiltered
  4. customdried in vacuo

Sources & evidence

ORD record
ord-11407820e6a3420c8c1c92f4fec60072
Source dataset
uspto-grants-2002_09
Patent number
US06444672B1

Reaction notes

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