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

HRID 1192030Notes

Reaction equation

HRID 1192030 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:19]=[C:18]([Cl:20])[CH:17]=[CH:16][C:15]=1[SH:21]>>[Cl:13][C:14]1[CH:19]=[C:18]([Cl:20])[CH:17]=[CH:16][C:15]=1[S:21][C:2]1[S:6][C:5]([C:7](=[O:9])[CH3:8])=[CH:4][C:3]=1[N+:10]([O-:12])=[O:11]

Participants

3

Reactant 2

HCID 707302,4-DichlorobenzenethiolHCID 5211051-(5-Chloro-4-nitrothiophen-2-yl)ethan-1-one

Product 1

HCID 469319521-[5-(2,4-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 (0.164 g, 0.8 mmol) and 2,4-dichlorobenzenethiol (0.143 g, 0.8 mmol). The title compound was obtained as an orange solid (132 mg, 47.3% yield). 1H NMR (300 MHz, CDCl3) δ: 8.09 (1H, s), 7.68 (2H, m), 7.42 (1H, d), 2.50 (3H, s).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-1ef9640364a44f56aaca78483f670405
Source dataset
uspto-grants-2014_03
Patent number
US08680139B2

Reaction notes

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