4-(Methylthio)aniline → HCID 60207401, compound

HRID 1192186Notes

Reaction equation

HRID 1192186 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][S:22][C:23]1[CH:29]=[CH:28][C:26]([NH2:27])=[CH:25][CH:24]=1>>[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]([NH:27][C:26]2[CH:28]=[CH:29][C:23]([S:22][CH3:21])=[CH:24][CH:25]=2)=[O:16])=[CH:11][C:10]=1[N+:17]([O-:19])=[O:18]

Participants

3

Reactant 2

HCID 660384-(Methylthio)anilineHCID 602073175-((3,5-Dichloropyridin-4-yl)thio)-4-nitrothiophene-2-carboxylic acid

Product 1

HCID 60207401HCID 60207401, compound

Procedure

Prepared according to the procedure described for example 70 from 5-[(3,5-dichloro-4-pyridyl)sulfanyl]-4-nitro-thiophene-2-carboxylic acid (150 mg, 0.43 mmol) and 4-(methylthio)aniline (72.0 mg, 0.51 mmol). The title compound was obtained as a solid (28.0 mg, 15% yield). 1H NMR (400 MHz, d6-DMSO) δ: 10.53 br), 9.00 (2H, s), 8.74 (1H, m), 7.62 (2H, m), 7.28 (2H, m). MS m/z: 470.13, 472.11 [M+H]+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-cee9c8100c2c444990c63fee9b2e3600
Source dataset
uspto-grants-2014_03
Patent number
US08680139B2

Reaction notes

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