m-Chloroperbenzoic acid → HCID 71293944, compound

HRID 1747555Notes

Reaction equation

HRID 1747555 reaction equation
[OH:1][C:2]([CH3:29])([CH3:28])[CH:3]([C:22]1[CH:23]=[N:24][CH:25]=[CH:26][CH:27]=1)[O:4][C:5]1[C:6]([NH:15][S:16]([CH2:19][CH2:20][CH3:21])(=[O:18])=[O:17])=[N:7][C:8]2[C:13]([N:14]=1)=[CH:12][CH:11]=[CH:10][CH:9]=2.ClC1C=CC=C(C(OO)=[O:38])C=1>ClCCl>[OH:1][C:2]([CH3:28])([CH3:29])[CH:3]([C:22]1[CH:23]=[N+:24]([O-:38])[CH:25]=[CH:26][CH:27]=1)[O:4][C:5]1[C:6]([NH:15][S:16]([CH2:19][CH2:20][CH3:21])(=[O:18])=[O:17])=[N:7][C:8]2[C:13](=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:14]=1

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 54596477HCID 54596477, compound

Product 1

HCID 71293944HCID 71293944, compoundYield 51.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Compound 1 (89.6 mg, 0.215 mmol) obtained in Example 1 was dissolved in dichloromethane (5.0 mL). To the solution was added 65% meta-chloroperbenzoic acid (85.7 mg, 0.323 mmol) and the mixture was stirred at room temperature for 2 hours. The solvent was evaporated under reduced pressure. The residue was purified by preparative thin-layer chromatography (chloroform/methanol=9/1) to give Compound 2 (47.7 mg, 51% yield).

Workup

  1. customThe solvent was evaporated under reduced pressure
  2. customThe residue was purified by preparative thin-layer chromatography (chloroform/methanol=9/1)

Sources & evidence

ORD record
ord-e85143bd6c3d4b3097ccaa1be0403c0c
Source dataset
uspto-grants-2015_10
Patent number
US09150569B2

Reaction notes

Loading…