Chloroacetyl chloride → 7,8-Difluoro-2H-1,4-benzoxazin-3(4H)-one

HRID 2103159Notes

Reaction equation

[NH2:1][C:2]1[C:7]([OH:8])=[C:6]([F:9])[C:5]([F:10])=[CH:4][CH:3]=1.Cl[CH2:12][C:13](Cl)=[O:14].C([O-])([O-])=O.[K+].[K+]>>[F:10][C:5]1[CH:4]=[CH:3][C:2]2[NH:1][C:13](=[O:14])[CH2:12][O:8][C:7]=2[C:6]=1[F:9]

Participants

Reactant 3

HCID 6577Chloroacetyl chloride

HCID 11430Potassium Carbonate

HCID 27784416-Amino-2,3-difluorophenol

Product 1

HCID 592983827,8-Difluoro-2H-1,4-benzoxazin-3(4H)-one

Procedure

6-Amino-2,3-diflourophenol (81KK30a) (0.113 g, 0.78 mmol), 2-chloroacetyl chloride (0.10 g, 0.89 mmol) and K2CO3 (0.226 g, 1.6 mmol) were mixed according to GP1 to give the title compound as a crude (81MF2082A) (0.12 g)

Sources & evidence

ORD record: ord-ecf2f0d33360404aa1de6a7be0933558
Source dataset: uspto-grants-2009_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07576100B2

Reaction notes

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