Chloroacetyl chloride → 6,8-Dichloro-7-methyl-4H-benzo[1,4]oxazin-3-one

HRID 2102504Notes

Reaction equation

[NH2:1][C:2]1[C:7]([OH:8])=[C:6]([Cl:9])[C:5]([CH3:10])=[C:4]([Cl:11])[CH:3]=1.Cl[CH2:13][C:14](Cl)=[O:15].C([O-])([O-])=O.[K+].[K+]>>[Cl:11][C:4]1[C:5]([CH3:10])=[C:6]([Cl:9])[C:7]2[O:8][CH2:13][C:14](=[O:15])[NH:1][C:2]=2[CH:3]=1

Participants

Reactant 3

HCID 6577Chloroacetyl chloride

HCID 11430Potassium Carbonate

HCID 1702242-Amino-4,6-dichloro-5-methylphenol

Product 1

HCID 689121896,8-Dichloro-7-methyl-4H-benzo[1,4]oxazin-3-one

Procedure

6-Amino-2.4 dichloro-3-metylphenol (1.9 g, 10 mmol), 2-chloroacetyl chloride (1.2 g, 11 mmol) and K2CO3 (3.0 g, 22 mmol) were mixed according to GP1 to give the title compound as a crude (80MF2225) (2.33 g).

Sources & evidence

ORD record: ord-6cf3112f352444dfb404d6fda9988538
Source dataset: uspto-grants-2009_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07576078B2

Reaction notes

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