Water → HCID 21915256, compound

HRID 2117893Notes

Reaction equation

HRID 2117893 reaction equation
S([O-])(O[O-])(=O)=[O:2].[K+].[K+].[CH3:9][S:10][C:11]1[CH:16]=[CH:15][C:14]([C:17]2[S:21][C:20]([NH:22][C:23](=[O:25])[CH3:24])=[N:19][C:18]=2/[CH:26]=[CH:27]/[C:28]2[CH:33]=[CH:32][C:31]([N+:34]([O-:36])=[O:35])=[CH:30][CH:29]=2)=[CH:13][CH:12]=1.[OH2:37]>O1CCCC1>[CH3:9][S:10]([C:11]1[CH:16]=[CH:15][C:14]([C:17]2[S:21][C:20]([NH:22][C:23](=[O:25])[CH3:24])=[N:19][C:18]=2/[CH:26]=[CH:27]/[C:28]2[CH:29]=[CH:30][C:31]([N+:34]([O-:36])=[O:35])=[CH:32][CH:33]=2)=[CH:13][CH:12]=1)(=[O:2])=[O:37]

Participants

5

Reactant 3

HCID 962Water2×HCID 10313463Potassium peroxymonosulphateHCID 21915067HCID 21915067, compound

Product 1

HCID 21915256HCID 21915256, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

Potassium peroxymonosulfate (408 mg) was suspended in water (1 ml) and tetrahydrofuran (1 ml), and then N-{5-[4-(methylthio)phenyl]-4-[(E)-2-(4-nitrophenyl)ethenyl]-1,3-thiazol-2-yl}acetamide (182 mg) in tetrahydrofuran (3 ml) was added dropwise to the suspension at 0° C. The reaction mixture was stirred at room temperature for 2 hours, and then water was added to the suspension. The precipitate was filtered in vacuo. The solid was washed with water and ethyl acetate to give N-{5-[4-(methylsulfonyl)phenyl]-4-[(E)-2-(4-nitrophenyl)ethenyl]-1,3-thiazol-2-yl}acetamide (83 mg) as a yellow solid.

Workup

  1. filtrationThe precipitate was filtered in vacuo
  2. washThe solid was washed with water and ethyl acetate

Sources & evidence

ORD record
ord-113c0bc545d1429db37623ca31ca9922
Source dataset
uspto-grants-2008_10
Patent number
US07442715B2

Reaction notes

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