m-Chloroperbenzoic acid → HCID 13882073, compound

HRID 979097Notes

Reaction equation

HRID 979097 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 (7.7 g). 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-fa0c94fb14cd42cc9661aca6777a49ea
Source dataset
uspto-grants-1987_05
Patent number
US04666907

Reaction notes

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