m-Chloroperbenzoic acid → HCID 70874731, compound

HRID 2208953Notes

Reaction equation

HRID 2208953 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([S:22][CH:23]2[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]2)[C:5]([CH3:21])=[C:6]([CH:20]=1)[C:7]([NH:9][CH2:10][C:11]1[C:12](=[O:19])[NH:13][C:14]([CH3:18])=[CH:15][C:16]=1[CH3:17])=[O:8].C1C=C(Cl)C=C(C(OO)=[O:37])C=1>C(Cl)Cl>[Cl:1][C:2]1[CH:3]=[C:4]([S:22]([CH:23]2[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]2)=[O:37])[C:5]([CH3:21])=[C:6]([CH:20]=1)[C:7]([NH:9][CH2:10][C:11]1[C:12](=[O:19])[NH:13][C:14]([CH3:18])=[CH:15][C:16]=1[CH3:17])=[O:8]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 70873843HCID 70873843, compound

Product 1

HCID 70874731HCID 70874731, compoundYield 82.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Conditions

Temperature
0 °C

Procedure

To a stirred solution of 5-chloro-3-(cyclohexylthio)-N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-2-methylbenzamide (0.2 g, 0.48 mmol) in DCM (7 mL) at 0° C., m-CPBA (0.098 g, 0.57 mmol) was added and stirred at 0° C. for 2 h. Reaction was monitored by TLC. After completion, the reaction mixture was diluted with DCM and washed with aqs. NaHCO3. The product was purified by solvent washings to afford the title compound (0.17 g, 82.3%).

Workup

  1. customReaction
  2. washwashed with aqs
  3. customThe product was purified by solvent washings

Sources & evidence

ORD record
ord-d27c5df075724f57832a31e56636fa1e
Source dataset
uspto-grants-2016_06
Patent number
US09376422B2

Reaction notes

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