Dimethylamine → 5-[(3,5-dichloro-4-pyridyl)sulfanyl]-N,N-dimethyl-4-nitro-thiophene-2-carboxamide

HRID 1192081

Reaction equation

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

Participants

Reactant 2

HCID 674Dimethylamine

HCID 602073175-((3,5-Dichloropyridin-4-yl)thio)-4-nitrothiophene-2-carboxylic acid

Product 1

HCID 469324275-[(3,5-dichloro-4-pyridyl)sulfanyl]-N,N-dimethyl-4-nitro-thiophene-2-carboxamide

Procedure

Prepared according to the procedure described for example 44 from 5-[(3,5-dichloro-4-pyridyl)sulfanyl]-4-nitro-thiophene-2-carboxylic acid (35 mg, 0.1 mmol) and dimethylamine (4.5 mg, 0.12 mmol). The title compound was obtained as a solid (5.8 mg, 16.0% yield). MS m/z: 378.90, 380.80 [M+H]+.

Workup

customPrepared

Sources & evidence

ORD record: ord-3b77bf33f46744db82e22dbc25922abb
Source dataset: uspto-grants-2014_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08680139B2

Linked notes

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