Ethanol → HCID 85861654, compound

HRID 1092939Notes

Reaction equation

HRID 1092939 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. (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-4b6c818e3416479ea4c04ad8408308b1
Source dataset
uspto-grants-2012_03
Patent number
US08129541B2

Reaction notes

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