Thionyl Chloride → 4-Chloro-7-methoxyquinazolin-6-yl acetate

HRID 712375Notes

Reaction equation

HRID 712375 reaction equation
[C:1]([O:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][C:14]=1[O:15][CH3:16])[N:11]=[CH:10][NH:9][C:8]2=O)(=[O:3])[CH3:2].S(Cl)([Cl:20])=O>CN(C=O)C>[C:1]([O:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][C:14]=1[O:15][CH3:16])[N:11]=[CH:10][N:9]=[C:8]2[Cl:20])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 1356819606-Acetoxy-7-methoxy-3H-quinazolin-4-one

Product 1

HCID 220221604-Chloro-7-methoxyquinazolin-6-yl acetate

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
70 °C

Procedure

A suspension of 7-methoxy-4-oxo-3,4-dihydroquinazolin-6-yl acetate (2.00 g), DMF (0.20 mL) and thionyl chloride (30 mL) was stirred at 70° C. for 3 h. The mixture was concentrated in vacuo, and the residue was used for the next step without further purification.

Workup

  1. concentrationThe mixture was concentrated in vacuo
  2. customthe residue was used for the next step without further purification

Sources & evidence

ORD record
ord-a0cb960bfa2a472d98274a925c68df95
Source dataset
uspto-grants-2015_11
Patent number
US09181277B2

Reaction notes

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