m-Chloroperbenzoic acid → HCID 67495164, compound

HRID 1192252Notes

Reaction equation

HRID 1192252 reaction equation
[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Cl:26])[C:7]=1[S:8][C:9]1[S:13][C:12]([C:14]([NH:16][CH2:17][CH2:18][CH2:19][S:20]([CH3:22])=[O:21])=[O:15])=[CH:11][C:10]=1[N+:23]([O-:25])=[O:24].C1C=C(Cl)C=C(C(OO)=[O:35])C=1>>[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Cl:26])[C:7]=1[S:8][C:9]1[S:13][C:12]([C:14]([NH:16][CH2:17][CH2:18][CH2:19][S:20]([CH3:22])(=[O:35])=[O:21])=[O:15])=[CH:11][C:10]=1[N+:23]([O-:25])=[O:24]

Participants

3

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 60207471HCID 60207471, compound

Product 1

HCID 67495164HCID 67495164, compound

Procedure

Prepared according to the procedure described for example 35 from 5-((3,5-dichloropyridin-4-yl)thio)-N-(3-(methylsulfinyl)propyl)-4-nitrothiophene-2-carboxamide (60.0 mg, 0.13 mmol) and MCPBA (67.0 mg, 0.39 mmol). The titled product was obtained as a white solid (45.0 mg, 74% yield). 1H NMR (400 MHz, d6-DMSO) δ: 8.99 (2H, m), 8.91 (1H, m), 8.41 (1H, s), 3.28 (2H, m), 3.13 (2H, m), 2.95 (3H, s), 1.90 (2H, m). MS m/z: 470.11, 472.06 [M+H]+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-7a110bf269644124ae7040684e68c25e
Source dataset
uspto-grants-2014_03
Patent number
US08680139B2

Reaction notes

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