m-Chloroperbenzoic acid → HCID 23093901, compound

HRID 1896683Notes

Reaction equation

HRID 1896683 reaction equation
ClC1C=C(C=CC=1)C(OO)=[O:6].[Cl:12][C:13]1[CH:18]=[CH:17][C:16]([NH:19][C:20]([C:22]2[C:23]([S:28][CH2:29][C:30]3[CH:35]=[CH:34][N:33]=[CH:32][CH:31]=3)=[N:24][CH:25]=[CH:26][CH:27]=2)=[O:21])=[CH:15][CH:14]=1>C(Cl)(Cl)Cl>[Cl:12][C:13]1[CH:18]=[CH:17][C:16]([NH:19][C:20]([C:22]2[C:23]([S:28]([CH2:29][C:30]3[CH:31]=[CH:32][N:33]=[CH:34][CH:35]=3)=[O:6])=[N:24][CH:25]=[CH:26][CH:27]=2)=[O:21])=[CH:15][CH:14]=1

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 11725783HCID 11725783, compound

Product 1

HCID 23093901HCID 23093901, compoundYield 69%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

A solution of m-chloroperoxybenzoic acid (65%, 160 mg, 0.60 mmol) in chloroform (2 mL) was added to a solution of N-(4-chlorophenyl)-2-(4-pyridylmethylthio)pyridine-3-carboxamide (300 mg, 0.84 mmol, Compound No. 1-1) in chloroform (18 mL) under ice-cooling, then the mixture was stirred at room temperature for 2 hours. The precipitated solid in the reaction mixture was filtered off, and dried under reduced pressure to give 220 mg of the target compound as a pale yellow solid. (Yield 69%)

Workup

  1. filtrationThe precipitated solid in the reaction mixture was filtered off
  2. customdried under reduced pressure

Sources & evidence

ORD record
ord-005b5bd0fc1d470084ff0632796b862c
Source dataset
uspto-grants-2013_08
Patent number
US08518973B2

Reaction notes

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