Water → HCID 57731175, compound

HRID 1445699Notes

Reaction equation

HRID 1445699 reaction equation
ClCCl.[Cl:4][C:5]1[CH:32]=[CH:31][CH:30]=[CH:29][C:6]=1[CH2:7][S:8][C:9]1[S:10][C:11]2[CH:17]=[C:16]([Cl:18])[C:15]([N:19]3[C:23](=[O:24])[N:22]([CH:25]([F:27])[F:26])[C:21]([CH3:28])=[N:20]3)=[CH:14][C:12]=2[N:13]=1.ClC1C=C(C=CC=1)C(OO)=[O:38].[OH2:44]>>[Cl:4][C:5]1[CH:32]=[CH:31][CH:30]=[CH:29][C:6]=1[CH2:7][S:8]([C:9]1[S:10][C:11]2[CH:17]=[C:16]([Cl:18])[C:15]([N:19]3[C:23](=[O:24])[N:22]([CH:25]([F:26])[F:27])[C:21]([CH3:28])=[N:20]3)=[CH:14][C:12]=2[N:13]=1)(=[O:38])=[O:44]

Participants

5

Reactant 4

HCID 962WaterHCID 6344DichloromethaneHCID 70297m-Chloroperbenzoic acidHCID 68544864HCID 68544864, compound

Product 1

HCID 57731175HCID 57731175, compoundYield 90%

Procedure

10 mL dichloromethane was charged with 0.001 mol 1-(2-(2-chlorobenzylthio)-6-chlorobenzo[d]thiazol-5-yl)-4-(difluoromethyl)-3-methyl-1H-1,2,4-triazol-5(4H)-one. The mixture was stirred for 10 mins and then 0.002 mol m-chloroperoxybenzoic acid (MCPBA) were added. After stirring at room temperature for 4 hours, the mixture was poured into 30 mL of water, then extracted with 15 mL dichloromethane twice. Organic phases were combined and dried over anhydrous sodium sulfate. Filtration and removal of solvent under vacuum gave the title compound as a white solid in a 90% yield.

Workup

  1. stirringAfter stirring at room temperature for 4 hours
  2. extractionextracted with 15 mL dichloromethane twice
  3. dry with materialdried over anhydrous sodium sulfate
  4. filtrationFiltration and removal of solvent under vacuum

Sources & evidence

ORD record
ord-f2261d3061364bd9b7a300a7b4169b10
Source dataset
uspto-grants-2010_02
Patent number
US07666890B2

Reaction notes

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