Bromoacetyl bromide → 6-Bromo-2H-1,4-benzoxazin-3(4H)-one

Reaction equation

[NH2:1][C:2]1[CH:7]=[C:6]([Br:8])[CH:5]=[CH:4][C:3]=1[OH:9].Br[CH2:11][C:12](Br)=[O:13].O=C1NC2C=C(C#N)C=CC=2OC1>>[Br:8][C:6]1[CH:5]=[CH:4][C:3]2[O:9][CH2:11][C:12](=[O:13])[NH:1][C:2]=2[CH:7]=1

Participants

Reactant 3

HCID 61147Bromoacetyl bromide

HCID 3518402-Amino-4-Bromophenol

HCID 106548133-Oxo-3,4-dihydro-2H-benzo[b][1,4]oxazine-6-carbonitrile

Product 1

HCID 162181426-Bromo-2H-1,4-benzoxazin-3(4H)-one

Procedure

2-Amino-4-bromophenol (2.1 g, 11 mmol) and bromo acetyl bromide (1.4 mL, 16.5 mmol) were reacted according to the procedure for Intermediate 60 to afford product as a solid, 2.1 g (85%).

Workup

customto afford product as a solid, 2.1 g (85%)

Sources & evidence

ORD record: ord-a2dc38e975854372b97e525698825ee0
Source dataset: uspto-grants-2011_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07875715B2

Reaction notes

Loading…