Ethanol → HCID 85861654, compound

HRID 2247320Notes

Reaction equation

HRID 2247320 reaction equation
[C:1]([NH:4][C:5]1[S:6][C:7]([C:11]2[CH:16]=[CH:15][C:14]([S:17](Cl)(=[O:19])=[O:18])=[CH:13][CH:12]=2)=[C:8]([CH3:10])[N:9]=1)(=[O:3])[CH3:2].C(=O)([O-])[O-].[Na+].[Na+].[CH3:27][NH2:28].C(O)C>O1CCOCC1>[CH3:10][C:8]1[N:9]=[C:5]([NH:4][C:1](=[O:3])[CH3:2])[S:6][C:7]=1[C:11]1[CH:16]=[CH:15][C:14]([S:17](=[O:19])(=[O:18])[NH:28][CH3:27])=[CH:13][CH:12]=1

Participants

6

Reactant 4

HCID 702EthanolHCID 6329MethylamineHCID 10340Sodium CarbonateHCID 85861720HCID 85861720, compound

Product 1

HCID 85861654HCID 85861654, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

4-(2-Acetylamino-4-methyl-thiazol-5-yl)-benzenesulfonyl chloride (Example 3a) (0.05 g, 0.15 mmol) is dissolved in dioxane (1 ml). The solution is treated with 2M aqueous sodium carbonate (0.15 ml, 0.24 mmol) followed by the addition of a 33% solution of methylamine in ethanol (0.08 ml, 0.6 mmol). The reaction mixture is stirred overnight. The solvent is removed in vacuo and the residue is purified by prep LC-MS i.e. liquid chromatography mass spectrometry to give N-[4-Methyl-5-(4-methylsulfamoyl-phenyl)-thiazol-2-yl]-acetamide. MH+ (ESMS): 326.1

Workup

  1. customThe solvent is removed in vacuo
  2. customthe residue is purified by prep LC-MS i.e. liquid chromatography mass spectrometry

Sources & evidence

ORD record
ord-0d120a512f4445daa25a259713409d43
Source dataset
uspto-grants-2010_03
Patent number
US07687637B2

Reaction notes

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