Phosphorus oxychloride → HCID 58368608, compound

HRID 1192581Notes

Reaction equation

HRID 1192581 reaction equation
[C:1]([C:4]1[NH:5][C:6](=O)[C:7]2[C:12]([C:13]=1[OH:14])=[CH:11][CH:10]=[CH:9][CH:8]=2)(=[O:3])[CH3:2].P(Cl)(Cl)([Cl:18])=O>>[Cl:18][C:6]1[C:7]2[C:12](=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:13]([OH:14])=[C:4]([C:1](=[O:3])[CH3:2])[N:5]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 822385HCID 822385, compound

Product 1

HCID 58368608HCID 58368608, compound

Conditions

Temperature
70 °C

Procedure

A mixture of 3-acetyl-4-hydroxyisoquinolin-1(2H)-one (10.0 g, 49.2 mmol) and phosphoryl chloride (45.87 mL) was heated at 70° C. for 24 hours. After cooling to room temperature, the mixture was poured onto crushed ice and stirred for 30 minutes. The precipitated solid was collected by filtration in vacuum and air dried (9.82 g, 90%). LCMS calculated for C11H9ClNO2 (M+H)+: m/z=222.0; Found: 222.1.

Workup

  1. temperatureAfter cooling to room temperature
  2. additionthe mixture was poured
  3. customonto crushed ice
  4. filtrationThe precipitated solid was collected by filtration in vacuum and air
  5. customdried (9.82 g, 90%)

Sources & evidence

ORD record
ord-6f0e3142aefd4175b2a8ae550eb374c3
Source dataset
uspto-grants-2014_03
Patent number
US08680108B2

Reaction notes

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