Chloroacetyl chloride → 8-Isopropyl-4H-benzo[1,4]oxazin-3-one

HRID 2103161Notes

Reaction equation

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

Participants

Reactant 3

HCID 6577Chloroacetyl chloride

HCID 11430Potassium Carbonate

HCID 146849822-Amino-6-isopropylphenol

Product 1

HCID 689121768-Isopropyl-4H-benzo[1,4]oxazin-3-one

Procedure

Crude 2-Amino-6-isopropylphenol (95MF80(2240) (0.16 g, 1.1 mmol), 2-chloroacetyl chloride (0.14 g, 1.2 mmol) and K2CO3 (0.32 g, 2.3 mmol) were mixed according to GP1 to give the title compound as a crude (95MF83) (0.115 g).

Sources & evidence

ORD record: ord-dbd70f72b3b14c2888fced50007f5f19
Source dataset: uspto-grants-2009_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07576100B2

Reaction notes

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