m-Chloroperbenzoic acid → HCID 14254945, compound

HRID 2352470Notes

Reaction equation

HRID 2352470 reaction equation
[CH2:1]([S:4][C:5]1[C:6]([S:14]([NH:17][C:18]([CH3:21])([CH3:20])[CH3:19])(=[O:16])=[O:15])=[C:7]([C:10]([O:12][CH3:13])=[O:11])[S:8][CH:9]=1)[CH2:2][CH3:3].ClC1C=C(C=CC=1)C(OO)=[O:27]>C(Cl)Cl>[CH2:1]([S:4]([C:5]1[C:6]([S:14]([NH:17][C:18]([CH3:20])([CH3:19])[CH3:21])(=[O:16])=[O:15])=[C:7]([C:10]([O:12][CH3:13])=[O:11])[S:8][CH:9]=1)=[O:27])[CH2:2][CH3:3]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 14254944HCID 14254944, compound

Product 1

HCID 14254945HCID 14254945, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Conditions

Temperature
-80 °C

Procedure

A solution of 2.32 g 4-propylthio-3-(N-(1,1-dimethylethyl)aminosulfonyl)-2-thiophenecarboxylic acid, methyl ester in 75 mL methylene chloride was cooled to -80° C. and 1.39 g of 80-85% m-chloroperoxybenzoic acid was added in one portion. After stirring at -80° C. for 20 minutes and warming to 20° C. the solution was diluted with more methylene chloride and washed with aqueous sodium bicarbonate, sodium bisulfite, sodium bicarbonate and water, dried and concentrated to 2.2 g of colorless oil in sufficiently pure form for the purposes of this invention.

Workup

  1. temperaturewarming to 20° C. the solution
  2. washwashed with aqueous sodium bicarbonate, sodium bisulfite, sodium bicarbonate and water
  3. customdried
  4. concentrationconcentrated to 2.2 g of colorless oil in sufficiently pure form for the purposes of this invention

Sources & evidence

ORD record
ord-06b837f22a8440918035d0810bddd750
Source dataset
uspto-grants-1989_10
Patent number
US04877440

Reaction notes

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