Ethyl 2-amino-4-phenyl-1,3-thiazole-5-carboxylate → Ethyl 2-{[(3-chloro-2-methylphenyl)sulfonyl]amino}-4-phenyl-1,3-thiazole-5-carboxylate

HRID 719305Notes

Reaction equation

HRID 719305 reaction equation
[NH2:1][C:2]1[S:3][C:4]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[N:6]=1.[Cl:18][C:19]1[C:20]([CH3:29])=[C:21]([S:25](Cl)(=[O:27])=[O:26])[CH:22]=[CH:23][CH:24]=1>>[Cl:18][C:19]1[C:20]([CH3:29])=[C:21]([S:25]([NH:1][C:2]2[S:3][C:4]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[C:5]([C:7]3[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=3)[N:6]=2)(=[O:27])=[O:26])[CH:22]=[CH:23][CH:24]=1

Participants

3

Reactant 2

HCID 73239Ethyl 2-amino-4-phenyl-1,3-thiazole-5-carboxylateHCID 5227343-Chloro-2-methylbenzenesulfonyl chloride

Product 1

HCID 10296783Ethyl 2-{[(3-chloro-2-methylphenyl)sulfonyl]amino}-4-phenyl-1,3-thiazole-5-carboxylate

Procedure

The title compound was prepared from ethyl 2-amino-4-phenylthiazole-5-carboxylate and 3-chloro-2-methylbenzenesulfonyl chloride as described in the synthetic METHOD B to give a white solid (47.2 mg) with purity >90%. LCMS (pos) m/z 437.0.

Sources & evidence

ORD record
ord-f04e5b317b8542bcb00d57dc2f94a6e8
Source dataset
uspto-grants-2006_11
Patent number
US07132436B2

Reaction notes

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