Sodium Carbonate → N-[5-(4-Methanesulfonylamino-phenyl)-4-methyl-thiazol-2-yl]-acetamide

HRID 2247317Notes

Reaction equation

HRID 2247317 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:12][C:11]([NH:13][C:14](=[O:16])[CH3:15])=[N:10][C:9]=2[CH3:17])=[CH:4][CH:3]=1.[CH3:18][S:19](Cl)(=[O:21])=[O:20].C(=O)([O-])[O-].[Na+].[Na+]>CN(C)C=O>[CH3:18][S:19]([NH:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[S:12][C:11]([NH:13][C:14](=[O:16])[CH3:15])=[N:10][C:9]=2[CH3:17])=[CH:6][CH:7]=1)(=[O:21])=[O:20]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 31297Methanesulfonyl chlorideHCID 85861718N-[5-(4-amino-phenyl)-4-methyl-thiazol-2-yl]-acetamide

Product 1

HCID 11163165N-[5-(4-Methanesulfonylamino-phenyl)-4-methyl-thiazol-2-yl]-acetamide

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

N-[5-(4-Amino-phenyl)-4-methyl-thiazol-2-yl]-acetamide (0.05 g, 0.20 mmol) is dissolved in dimethylformamide (1 ml) and treated by a solution of methylsulfonyl chloride (0.0232 g, 0.20 mmol) in dry dimethylformamide (1 ml) followed by 2M aqueous sodium carbonate solution (0.20 ml, 0.40 mmol). The reaction mixture is stirred at room temperature for 18 hours. The solvent is removed in vacuo and the residue is purified by chromatography to give the title compound. MH+ (ESMS): 326.1

Workup

  1. customThe solvent is removed in vacuo
  2. customthe residue is purified by chromatography

Sources & evidence

ORD record
ord-48ff0759be084348b9f33ec52eb3ef2f
Source dataset
uspto-grants-2010_03
Patent number
US07687637B2

Reaction notes

Loading…