1-(5-Chloro-4-nitrothiophen-2-yl)ethan-1-one → 1-(5-((3,5-Dichlorophenyl)thio)-4-nitrothiophen-2-yl)ethanone

HRID 1192034Notes

Reaction equation

HRID 1192034 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]=[C:18]([Cl:20])[CH:19]=1>>[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]=[C:18]([Cl:20])[CH:19]=1

Participants

3

Reactant 2

HCID 5211051-(5-Chloro-4-nitrothiophen-2-yl)ethan-1-oneHCID 27360963,5-Dichlorobenzenethiol

Product 1

HCID 469319591-(5-((3,5-Dichlorophenyl)thio)-4-nitrothiophen-2-yl)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 3,5-dichlorobenzenethiol (0.438 g, 2.45 mmol). The title compound was obtained as a yellow solid (0.403 g, 47.5% yield). 1H NMR (300 MHz, CDCl3) δ: 8.08 (1H, s), 7.57 (3H, m), 2.51 (3H, s).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-a0c13e24629944e293b3d01ce7e11e98
Source dataset
uspto-grants-2014_03
Patent number
US08680139B2

Reaction notes

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