m-Chloroperbenzoic acid → HCID 13882073, compound

HRID 231063Notes

Reaction equation

HRID 231063 reaction equation
[C:1]([O:4][C:5]1[C:6]([O:22][CH3:23])=[CH:7][C:8]2[NH:9][C:10]3[C:15]([S:16][C:17]=2[C:18]=1[Br:19])=[CH:14][C:13]([O:20][CH3:21])=[CH:12][CH:11]=3)(=[O:3])[CH3:2].ClC1C=C(C=CC=1)C(OO)=[O:29]>ClCCl.CO>[C:1]([O:4][C:5]1[C:6]([O:22][CH3:23])=[CH:7][C:8]2[NH:9][C:10]3[C:15]([S:16](=[O:29])[C:17]=2[C:18]=1[Br:19])=[CH:14][C:13]([O:20][CH3:21])=[CH:12][CH:11]=3)(=[O:3])[CH3:2]

Participants

5

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 13853739HCID 13853739, compound

Product 1

HCID 13882073HCID 13882073, compoundYield 74%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6344DichloromethaneSolvent

Procedure

To a solution of 3-acetoxy-4-bromo-2,7-dimethoxy-10H-phenothiazine (10.0 g) in dichloromethane (125 ml) and methanol (125 ml) there was added at room temperature 85% m-chloro peroxybenzoic acid (4.36 g). The mixture was stirred for one hour and the solid was filtered and washed with ether. This crude product was stirred at room temperature in dichloromethane (50 ml) overnight and filtered again to afford pure title product (7.7g). m.p.: 243°-247° C. (dec).

Workup

  1. filtrationthe solid was filtered
  2. washwashed with ether
  3. stirringThis crude product was stirred at room temperature in dichloromethane (50 ml) overnight
  4. filtrationfiltered again

Sources & evidence

ORD record
ord-3b6609db40eb4841b541d86532bf46ca
Source dataset
uspto-grants-1989_07
Patent number
US04845083

Reaction notes

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