2-Bromo-2-methylpropionyl bromide → 8-bromo-4-(2-fluorobenzenesulfonyl)-2,2-dimethyl-3,4-dihydro-2H-benzo[1,4]oxazine

Participants

Role	Name	HCID	Charge
Reactant	2-Bromo-2-methylpropionyl bromide	HCID 88685	—
Reactant	2-Fluorobenzenesulphonyl chloride	HCID 137761	—
Reactant	2-Amino-6-bromophenol	HCID 15531506	—
Reactant	8-bromo-2,2-dimethyl-3,4-dihydro-2H-1,4-benzoxazine	HCID 18449100	—
Reactant	8-Bromo-2,2-dimethyl-2H-1,4-benzoxazin-3(4H)-one	HCID 21873511	—
Product	8-bromo-4-(2-fluorobenzenesulfonyl)-2,2-dimethyl-3,4-dihydro-2H-benzo[1,4]oxazine	HCID 22557282	—

Reaction Steps

Using the above procedure, but starting with 8-bromo-2,2-dimethyl-3,4-dihydro-2H-benzo[1,4]oxazine (prepared by reducing 8-bromo-2,2-dimethyl-4H-benzo[1,4]oxazin-3-one, which in turn was prepared from 2-amino-6-bromophenol and 2-bromo-2-methylproprionyl bromide via the procedure described by Van Hes et al., WO 01/14330) and 2-fluorobenzenesulfonyl chloride, 8-bromo-4-(2-fluorobenzenesulfonyl)-2,2-dimethyl-3,4-dihydro-2H-benzo[1,4]oxazine was obtained as a white solid. MP.: 108.0-110.1°.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08377931B2
Source dataset	uspto-grants-2013_02
ORD ID	ord-a773888d5e7342fab340732ea0a8fbef
Source note	uspto-grants-2013_02