m-Chloroperbenzoic acid → HCID 53880775, compound

HRID 258876Notes

Reaction equation

HRID 258876 reaction equation
[CH3:1][N:2]([CH2:4][C:5]#[C:6][C:7]1[C:13]2[CH:14]=[C:15]([Cl:18])[CH:16]=[CH:17][C:12]=2[S:11][C:10]2[CH:19]=[CH:20][CH:21]=[CH:22][C:9]=2[CH:8]=1)[CH3:3].ClC1C=CC=C(C(OO)=[O:31])C=1>C(Cl)(Cl)Cl>[CH3:1][N+:2]([O-:31])([CH2:4][C:5]#[C:6][C:7]1[C:13]2[CH:14]=[C:15]([Cl:18])[CH:16]=[CH:17][C:12]=2[S:11][C:10]2[CH:19]=[CH:20][CH:21]=[CH:22][C:9]=2[CH:8]=1)[CH3:3]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 21424941HCID 21424941, compound

Product 1

HCID 53880775HCID 53880775, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A solution of 2 g. of N,N-dimethyl-3-(8-chloro-dibenzo[ b,f] thiepin-10-yl)-2-propynylamine in 100 ml of chloroform is treated at -50° C. with 1.2 g of m-chloroperbenzoic acid. The solution is stirred for 15 minutes at this temperature. warmed to room temperature and chromatographed on basic aluminum oxide using chloroform/methanol (9:1) as the eluant, whereby there is obtained N,N-dimethyl-3-(8-chloro-dibenzo[ b,f] thiepin-10-yl)-2-propynylamine N-oxide, which melts at 68°-69° C. after recrystallization from ethyl acetate/petroleum ether.

Workup

  1. customchromatographed on basic aluminum oxide

Sources & evidence

ORD record
ord-6b4d248766384bef94cea552d3aaf930
Source dataset
uspto-grants-1977_07
Patent number
US04035385

Reaction notes

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