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N-(4-(2-Amino-1,3-thiazol-4-yl)phenyl)acetamide → N-[4-(2-{[(2,6-Dichlorophenyl)sulfonyl]amino}-1,3-thiazol-4-yl)phenyl]acetamide

HRID 719359
Notes
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Reaction equation

HRID 719359 reaction equation
[NH2:1][C:2]1[S:3][CH:4]=[C:5]([C:7]2[CH:12]=[CH:11][C:10]([NH:13][C:14](=[O:16])[CH3:15])=[CH:9][CH:8]=2)[N:6]=1.[Cl:17][C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([Cl:24])[C:19]=1[S:25](Cl)(=[O:27])=[O:26]>>[Cl:17][C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([Cl:24])[C:19]=1[S:25]([NH:1][C:2]1[S:3][CH:4]=[C:5]([C:7]2[CH:8]=[CH:9][C:10]([NH:13][C:14](=[O:16])[CH3:15])=[CH:11][CH:12]=2)[N:6]=1)(=[O:27])=[O:26]
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 519881N-(4-(2-Amino-1,3-thiazol-4-yl)phenyl)acetamideHCID 5221832,6-Dichlorobenzenesulfonylchloride

Product 1

HCID 10181846N-[4-(2-{[(2,6-Dichlorophenyl)sulfonyl]amino}-1,3-thiazol-4-yl)phenyl]acetamide

Procedure

The title compound was prepared from N-[4-(2-amino-1,3-thiazol-4-yl)phenyl]acetamide (63 mg) and 2,6-dichlorobenzenesulfonyl chloride (66 mg) as described in the synthetic METHOD B to give a white solid (5.6 mg) with purity >80%: MS (pos) m/z 442.2, 444.4.

Sources & evidence

ORD record
ord-d751f09096704cbab7975bfacd793988
Source dataset
uspto-grants-2006_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07132436B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes