1-(p-Methoxyphenyl)-2-propanone → N-[5-(4-Fluoro-3-sulfamoyl-phenyl)-4-methyl-thiazol-2-yl]-acetamide

HRID 1092961Notes

Reaction equation

HRID 1092961 reaction equation
[F:1]C1C=CC(CC(=O)C)=CC=1.FC1C=CC(CC(=O)C)=CC=1S(Cl)(=O)=O.CO[C:29]1[CH:34]=[CH:33][C:32]([C:35]2[S:39][C:38]([NH:40][C:41](=[O:43])[CH3:42])=[N:37][C:36]=2[CH3:44])=[CH:31][C:30]=1[S:45](=[O:48])(=[O:47])[NH2:46].COC1C=CC(CC(=O)C)=CC=1>>[F:1][C:29]1[CH:34]=[CH:33][C:32]([C:35]2[S:39][C:38]([NH:40][C:41](=[O:43])[CH3:42])=[N:37][C:36]=2[CH3:44])=[CH:31][C:30]=1[S:45](=[O:48])(=[O:47])[NH2:46]

Participants

5

Reactant 4

HCID 312311-(p-Methoxyphenyl)-2-propanoneHCID 521187(4-Fluorophenyl)acetoneHCID 858617322-Fluoro-5-(2-oxo-propyl)-benzenesulfonyl chlorideHCID 86598407N-[5-(4-Methoxy-3-sulfamoyl-phenyl)-4-methyl-thiazol-2-yl]-acetamide

Product 1

HCID 85861686N-[5-(4-Fluoro-3-sulfamoyl-phenyl)-4-methyl-thiazol-2-yl]-acetamide

Procedure

The title compound is prepared from 4-fluorophenyl acetone via 2-fluoro-5-(2-oxo-propyl)-benzenesulfonyl chloride (Example 47a) following an identical sequence of reactions used for the synthesis of N-[5-(4-methoxy-3-sulfamoyl-phenyl)-4-methyl-thiazol-2-yl]-acetamide (Example 30) from 4-methoxyphenyl acetone.

Sources & evidence

ORD record
ord-fe1143120d714b9796a9629dd6cf8e01
Source dataset
uspto-grants-2012_03
Patent number
US08129541B2

Reaction notes

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