Benzenesulfonyl chloride → 4-(2-Benzenesulfonylamino-thiazol-4-yl)-benzoic acid methyl ester

HRID 130358Notes

Reaction equation

HRID 130358 reaction equation
[CH3:1][O:2][C:3](=[O:16])[C:4]1[CH:9]=[CH:8][C:7]([C:10]2[N:11]=[C:12]([NH2:15])[S:13][CH:14]=2)=[CH:6][CH:5]=1.[C:17]1([S:23](Cl)(=[O:25])=[O:24])[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>CN(C)C1C=CN=CC=1.C(Cl)Cl>[CH3:1][O:2][C:3](=[O:16])[C:4]1[CH:5]=[CH:6][C:7]([C:10]2[N:11]=[C:12]([NH:15][S:23]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)(=[O:25])=[O:24])[S:13][CH:14]=2)=[CH:8][CH:9]=1

Participants

5

Reactant 2

HCID 7369Benzenesulfonyl chlorideHCID 2060012Methyl 4-(2-aminothiazol-4-yl)benzoate

Product 1

HCID 866073734-(2-Benzenesulfonylamino-thiazol-4-yl)-benzoic acid methyl ester

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolvent

Procedure

A mixture of 4-(2-amino-thiazol-4-yl)-benzoic acid methyl ester (1.17 g, 5 mmol), benzenesulfonyl chloride (1.06 g, 6 mmol) and 4-dimethylaminopyridine (2.20 g, 18 mmol) in CH2Cl2 (50 mL) was stirred at room temp for 18 h. A white solid was provided as 4-(2-benzenesulfonylamino-thiazol-4-yl)-benzoic acid methyl ester.

Sources & evidence

ORD record
ord-9b5dde3f6bc346c7b1696a5757c9d2cb
Source dataset
uspto-grants-2008_06
Patent number
US07381736B2

Reaction notes

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