3,4-Dichlorobenzenethiol → 1-[5-(3,4-Dichlorophenylsulfanyl)-4-nitro-2-thienyl]ethanone

HRID 1192033Notes

Reaction equation

HRID 1192033 reaction equation
Cl[C:2]1[S:6][C:5]([C:7](=[O:9])[CH3:8])=[CH:4][C:3]=1[N+:10]([O-:12])=[O:11].[Cl:13][C:14]1[CH:15]=[C:16]([SH:21])[CH:17]=[CH:18][C:19]=1[Cl:20]>>[Cl:13][C:14]1[CH:15]=[C:16]([S:21][C:2]2[S:6][C:5]([C:7](=[O:9])[CH3:8])=[CH:4][C:3]=2[N+:10]([O-:12])=[O:11])[CH:17]=[CH:18][C:19]=1[Cl:20]

Participants

3

Reactant 2

HCID 799643,4-DichlorobenzenethiolHCID 5211051-(5-Chloro-4-nitrothiophen-2-yl)ethan-1-one

Product 1

HCID 469319581-[5-(3,4-Dichlorophenylsulfanyl)-4-nitro-2-thienyl]ethanone

Procedure

Prepared according to the procedure described as in Step B for example 1 from 1-(5-Chloro-4-nitro-2-thienyl)ethanone (0.502 g, 2.45 mmol) and 3,4-dichlorobenzenethiol (0.438 g, 2.45 mmol). The title compound was obtained as an off-white solid (0.631 g, 74.6% yield). 1H NMR (300 MHz, CDCl3) δ: 8.10 (1H, s), 7.80 (1H, s), 7.70 (1H, d), 7.50 (1H, d), 2.50 (3H, s).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-e44f4fa0285745ef9fd1f2b06d3408fc
Source dataset
uspto-grants-2014_03
Patent number
US08680139B2

Reaction notes

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