m-Chloroperbenzoic acid → 4-[(2-Hydroxyethyl(3-(propylsulfinyl)propyl)amino]butyl]benzonitrile

HRID 1087119Notes

Reaction equation

HRID 1087119 reaction equation
[OH:1][CH2:2][CH2:3][N:4]([CH2:17][CH2:18][CH2:19][S:20][CH2:21][CH2:22][CH3:23])[CH2:5][CH2:6][CH2:7][CH2:8][C:9]1[CH:16]=[CH:15][C:12]([C:13]#[N:14])=[CH:11][CH:10]=1.ClC1C=CC=C(C(OO)=[O:32])C=1>>[OH:1][CH2:2][CH2:3][N:4]([CH2:5][CH2:6][CH2:7][CH2:8][C:9]1[CH:10]=[CH:11][C:12]([C:13]#[N:14])=[CH:15][CH:16]=1)[CH2:17][CH2:18][CH2:19][S:20]([CH2:21][CH2:22][CH3:23])=[O:32]

Participants

3

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 151588244-[4-[(2-Hydroxyethyl)[3-(propylthio)propyl]amino]butyl]benzonitrile

Product 1

HCID 151588254-[(2-Hydroxyethyl(3-(propylsulfinyl)propyl)amino]butyl]benzonitrileYield 24.6%

Procedure

3.1 g of 4-[4- [(2-hydroxyethyl)[3-(propylthio)propyl]amino]butyl]benzonitrile was oxidized with 2.2 g of m-chloroperbenzoic acid in analogy with example 2. The yield was 0.8 g of the title compound.

Sources & evidence

ORD record
ord-bd099d4f239a467b8f2e2717ea1c9b97
Source dataset
uspto-grants-1991_07
Patent number
US05034411

Reaction notes

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