Thionyl Chloride → 4-Chloro-7-fluoroquinazoline

HRID 2244084Notes

Reaction equation

[F:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](=O)[NH:7][CH:8]=[N:9]2)=[CH:4][CH:3]=1.S(Cl)([Cl:15])=O>>[Cl:15][C:6]1[C:5]2[C:10](=[CH:11][C:2]([F:1])=[CH:3][CH:4]=2)[N:9]=[CH:8][N:7]=1

Participants

Reactant 2

HCID 24386Thionyl Chloride

HCID 1353984967-Fluoroquinazolin-4(3H)-one

Product 1

HCID 162270134-Chloro-7-fluoroquinazoline

Procedure

7-Fluoro-3H-quinazolin-4-one (8.2 g, 50 mmol) is heated at reflux in thionyl chloride (80 mL). Concentration affords the expected 4-Chloro-7-fluoro-quinazoline (9.1 g, ˜quant).

Workup

concentrationConcentration

Sources & evidence

ORD record: ord-fadf7e4e1bc84828bb24083218bb893b
Source dataset: uspto-grants-2010_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07678803B2

Reaction notes

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