Aluminum(III) Chloride → 6-[2-(4-Bromo-2-chloro-phenyl)-acetyl]-8-fluoro-4-methyl-4H-benzo[1,4]oxazin-3-one

HRID 2386730Notes

Reaction equation

HRID 2386730 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([OH:11])=O)=[C:4]([Cl:12])[CH:3]=1.[F:13][C:14]1[C:23]2[O:22][CH2:21][C:20](=[O:24])[N:19]([CH3:25])[C:18]=2[CH:17]=[CH:16][CH:15]=1.[Al+3].[Cl-].[Cl-].[Cl-]>>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([C:16]2[CH:15]=[C:14]([F:13])[C:23]3[O:22][CH2:21][C:20](=[O:24])[N:19]([CH3:25])[C:18]=3[CH:17]=2)=[O:11])=[C:4]([Cl:12])[CH:3]=1

Participants

4

Reactant 3

HCID 6451240Aluminum(III) ChlorideHCID 53403617(4-Bromo-2-chlorophenyl)acetic acidHCID 66697398HCID 66697398, compound

Product 1

HCID 666972606-[2-(4-Bromo-2-chloro-phenyl)-acetyl]-8-fluoro-4-methyl-4H-benzo[1,4]oxazin-3-one

Procedure

In analogy to Example 1, step 1, (4-bromo-2-chloro-phenyl)-acetic acid was converted to the acid chloride and reacted with 8-fluoro-4-methyl-4H-benzo[1,4]oxazin-3-one in the presence of AlCl3 to give the title compound as a light-brown solid. MS (m/e, ISP neg. ion)=411.9 [M−H+].

Sources & evidence

ORD record
ord-47fa0035534447cc9dcffcb22abf8185
Source dataset
uspto-grants-2012_09
Patent number
US08268820B2

Reaction notes

Loading…