p-Chlorophenacyl bromide → HCID 57658793, compound

HRID 910055Notes

Reaction equation

HRID 910055 reaction equation
Br[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][CH:6]=1)=[O:4].C([O:14][C:15](=[O:33])[CH2:16][O:17][C:18]1[CH:23]=[CH:22][C:21]([Br:24])=[CH:20][C:19]=1/[CH:25]=[C:26]1/[C:27](=[O:32])[NH:28][C:29](=[O:31])[S:30]/1)C>>[Br:24][C:21]1[CH:22]=[CH:23][C:18]([O:17][CH2:16][C:15]([OH:33])=[O:14])=[C:19]([CH2:25][CH:26]2[S:30][C:29](=[O:31])[N:28]([CH2:2][C:3]([C:5]3[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][CH:6]=3)=[O:4])[C:27]2=[O:32])[CH:20]=1

Participants

3

Reactant 2

HCID 68303p-Chlorophenacyl bromideHCID 16634246HCID 16634246, compound

Product 1

HCID 57658793HCID 57658793, compound

Procedure

Prepared from 2-bromo-1-(4-chlorophenyl)ethanone and 4-bromo-2-[2,4-dioxothiazolidin-(5Z)-ylidenemethyl]phenoxyacetic acid ethyl ester according to GP13, GP14 and GP16 (yield: 8.2 mg, 34%): LC/MS (an10p8): Rt 2.8 min, m/z 510 [M−H]−. 1H NMR (DMSO-d6): δ 3.01-3.09 (m, 1H), 3.57-3.63 (m, 1H), 4.79 (s, 2H), 5.17 (s, 2H), 5.21-5.24 (m, 1H), 6.91-6.95 (m, 1H), 7.44 (m, 2H), 7.66-7.69 (m, 2H), 8.07-8.09 (m, 2H).

Sources & evidence

ORD record
ord-dae38ecccd5b4001906a4431d7754ca0
Source dataset
uspto-grants-2011_09
Patent number
US08022063B2

Reaction notes

Loading…