Phosphorus oxychloride → 4-Chloroquinazolin-6-yl acetate

HRID 1875490Notes

Reaction equation

HRID 1875490 reaction equation
[C:1]([O:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[NH:11][C:10](=O)[N:9]=[CH:8]2)(=[O:3])[CH3:2].P(Cl)(Cl)([Cl:18])=O>>[C:1]([O:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[N:11]=[CH:10][N:9]=[C:8]2[Cl:18])(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 67434194HCID 67434194, compound

Product 1

HCID 189676244-Chloroquinazolin-6-yl acetateYield 74%

Conditions

Temperature
105 °C

Procedure

In a 100 mL flask equipped with a reflux condenser, 6-acetoxyquinazolone 3.06 g (15 mmol), phosphoryl chloride (35 mL) were added. The mixture was refluxed at 105° C. for 2 h, and then was taken out and poured into 150 mL of ice water carefully. A large amount of solid was deposited slowly, which was filtered, dried, and identified as the title compound. Yield: 74%.

Workup

  1. customIn a 100 mL flask equipped with a reflux condenser
  2. filtrationwhich was filtered
  3. customdried

Sources & evidence

ORD record
ord-eaec74bb07014d13bb6cf927e6b58409
Source dataset
uspto-grants-2012_11
Patent number
US08309563B2

Reaction notes

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