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Bromomethyl 2-methoxyphenyl ketone → HCID 178462471, compound

HRID 1809960
Notes
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Reaction equation

HRID 1809960 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]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 123440Bromomethyl 2-methoxyphenyl ketoneHCID 583498474-(3-Ethylthioureido)benzenesulfonic acid

Product 1

HCID 178462471HCID 178462471, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

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

  1. concentrationconcentrated
  2. customThe residual is purified by preparative LC/MS

Sources & evidence

ORD record
ord-e3e2a7cd256e4292b6dce6a2b8549d3a
Source dataset
uspto-grants-2013_01
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08362050B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes