Acetylthiourea → N-[5-(4-Methoxy-3-sulfamoyl-phenyl)-4-methyl-thiazol-2-yl]-acetamide

HRID 2247333Notes

Reaction equation

HRID 2247333 reaction equation
Br[CH:2]([C:6]1[CH:7]=[CH:8][C:9]([O:16][CH3:17])=[C:10]([S:12]([NH2:15])(=[O:14])=[O:13])[CH:11]=1)[C:3](=O)[CH3:4].[C:18]([NH:21][C:22]([NH2:24])=[S:23])(=[O:20])[CH3:19]>C(O)C>[CH3:17][O:16][C:9]1[CH:8]=[CH:7][C:6]([C:2]2[S:23][C:22]([NH:21][C:18](=[O:20])[CH3:19])=[N:24][C:3]=2[CH3:4])=[CH:11][C:10]=1[S:12](=[O:14])(=[O:13])[NH2:15]

Participants

4

Reactant 2

HCID 2723593AcetylthioureaHCID 713669185-(1-Bromo-2-oxopropyl)-2-methoxybenzene-1-sulfonamide

Product 1

HCID 86598407N-[5-(4-Methoxy-3-sulfamoyl-phenyl)-4-methyl-thiazol-2-yl]-acetamide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

5-(1-Bromo-2-oxo-propyl)-2-methoxy-benzenesulfonamide (Example 30b) (0.2 g, 0.64 mmol) and N-acetylthiourea (0.075 g, 0.64 mmol) in ethanol (3 ml) are stirred at 70° C. for 4 hours. The mixture is concentrated and the residue is recrystallised from ethanol to give an off-white solid. MH+ (ESMS): Mp 341.9° C.

Workup

  1. concentrationThe mixture is concentrated
  2. customthe residue is recrystallised from ethanol
  3. customto give an off-white solid

Sources & evidence

ORD record
ord-703870973dd34ffe886da31a9303cd7e
Source dataset
uspto-grants-2010_03
Patent number
US07687637B2

Reaction notes

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