Brofoxine → 6-(3-chloro-4-fluorophenyl)-4,4-dimethyl-1H-benzo[d][1,3]oxazin-2(4H)-one

Participants

Role	Name	HCID	Charge
Reactant	Brofoxine	HCID 30630	—
Reactant	4-Bromo-2-chloro-1-fluorobenzene	HCID 3543065	—
Product	6-(3-chloro-4-fluorophenyl)-4,4-dimethyl-1H-benzo[d][1,3]oxazin-2(4H)-one	HCID 9904610	—

Reaction Steps

Prepared from 6-bromo-4,4-dimethyl-1,4-dihydro-benzo[d][1,3]oxazin-2-one and 1-bromo-3-chloro-4-fluorobenzene according to Procedure A. White solid: mp 211-212° C.; 1H-NMR (DMSO-d6) δ 10.4 (s, 1H), 7.92 (dd, 1H, J=7.13, 2.19 Hz), 7.71-7.66 (m, 1H), 7.60-7.57 (m, 2H), 7.49 (t, 1H, J=8.95 Hz), 6.96 (d, 1H, J=8.01 Hz), 1.67 (s, 6H), MS (EI) m/z 305 ([M+H]+, 20%); Anal. Calc. For C16H13ClFNO2: C, 62.86; H, 4.29; N, 4.58. Found: C, 62.52; H, 4.45; N, 4.42.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US06713478B2
Source dataset	uspto-grants-2004_03
ORD ID	ord-777af59606bb47abb828cc89c44c796f
Source note	uspto-grants-2004_03