1-(5-Chloro-4-nitrothiophen-2-yl)ethan-1-one → HCID 60207511, compound

HRID 1192280Notes

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].[F:13][C:14]1[C:19]([F:20])=[C:18]([Cl:21])[C:17]([F:22])=[C:16]([F:23])[C:15]=1[SH:24]>>[Cl:21][C:18]1[C:17]([F:22])=[C:16]([F:23])[C:15]([S:24][C:2]2[S:6][C:5]([C:7](=[O:9])[CH3:8])=[CH:4][C:3]=2[N+:10]([O-:12])=[O:11])=[C:14]([F:13])[C:19]=1[F:20]

Participants

Reactant 2

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

HCID 27249824-Chlorotetrafluorothiophenol

Product 1

HCID 60207511HCID 60207511, compoundYield 58.2%

Procedure

Prepared by a similar procedure to that described for example 1 from the 1-(5-chloro-4-nitro-2-thienyl)ethanone (205 mg, 1.0 mmol) and 2,3,5,6-tetrafluoro-4-chloro-benzenethiol (216 mg, 0.98 mmol) to afford the title product as a solid (220 mg, 57% yield). 1H NMR (400 MHz, d6-DMSO) δ: 8.55 (1H, s), 3.37 (3H, s). MS m/z: 384.12, 386.12 [M+H]+.

Workup

customPrepared by a similar procedure to

Sources & evidence

ORD record: ord-5ba07fd574614e028ab5960c0c4471ae
Source dataset: uspto-grants-2014_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08680139B2

Reaction notes

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