1-(5-Chloro-4-nitrothiophen-2-yl)ethan-1-one → HCID 46932328, compound

HRID 1192069Notes

Reaction equation

HRID 1192069 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]=[N:16][CH:17]=[CH:18][C:19]=1[SH:20]>>[Cl:13][C:14]1[CH:15]=[N:16][CH:17]=[CH:18][C:19]=1[S:20][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 5211051-(5-Chloro-4-nitrothiophen-2-yl)ethan-1-oneHCID 178527729HCID 178527729, compound

Product 1

HCID 46932328HCID 46932328, compoundYield 17%

Procedure

Prepared by a similar procedure to that described for example 18 from the 1-(5-chloro-4-nitro-2-thienyl)ethanone (250 mg, 1.22 mmol) and 3-chloropyridine-4-thiol (178 mg, 1.22 mmol) to afford the title product as a solid (65 mg, 17% yield). 1H NMR (400 MHz, d6-DMSO) δ: 8.98 (1H, s), 8.75 (1H, d), 8.57 (1H, s), 7.94 (1H, d), 2.54 (3H, s). MS m/z: 315.05 [M+H]+.

Workup

  1. customPrepared by a similar procedure to

Sources & evidence

ORD record
ord-ae9b51693e1d44478954969d23d4d8f0
Source dataset
uspto-grants-2014_03
Patent number
US08680139B2

Reaction notes

Loading…