Bromomethyl 2-methoxyphenyl ketone → HCID 178462471, compound
Reaction equation
[CH2:1]([NH:3][C:4](=[S:16])[NH:5][C:6]1[CH:11]=[CH:10][C:9]([S:12]([OH:15])(=[O:14])=[O:13])=[CH:8][CH:7]=1)[CH3:2].Br[CH2:18][C:19]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=1[O:27][CH3:28])=O>CO>[CH2:1]([N:3]1[C:19]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=2[O:27][CH3:28])=[CH:18][S:16]/[C:4]/1=[N:5]\[C:6]1[CH:7]=[CH:8][C:9]([S:12]([OH:15])(=[O:14])=[O:13])=[CH:10][CH:11]=1)[CH3:2]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of 4-(3-ethylthioureido)benzenesulfonic acid (1-4) (50 mg, 0.19 mmol) and 2-bromo-1-(2-methoxyphenyl)ethanone (30 mg, 0.13 mmol) in MeOH (1 mL) is heated to 80° C. for 1 hour and then cooled to room temperature and concentrated. The residual is purified by preparative LC/MS to provide (Z)-4-(3-ethyl-4-(2-methoxyphenyl)thiazol-2(3H)-ylideneamino)benzenesulfonic acid (1-5) as white solid. HPLC-MS calculated for C18H18N2O4S2 (M+H+) 391.1. found 391.1.
Workup
- concentrationconcentrated
- customThe residual is purified by preparative LC/MS
Sources & evidence
- ORD record
- ord-e3e2a7cd256e4292b6dce6a2b8549d3a
- Source dataset
- uspto-grants-2013_01
- Patent number
- US08362050B2
Reaction notes
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