2,4-Difluoroaniline → HCID 60207375, compound

HRID 1192158Notes

Reaction equation

HRID 1192158 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](Cl)=[O:15])=[CH:11][C:10]=1[N+:17]([O-:19])=[O:18].[F:21][C:22]1[CH:28]=[C:27]([F:29])[CH:26]=[CH:25][C:23]=1[NH2:24]>>[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]([NH:24][C:23]2[CH:25]=[CH:26][C:27]([F:29])=[CH:28][C:22]=2[F:21])=[O:15])=[CH:11][C:10]=1[N+:17]([O-:19])=[O:18]

Participants

3

Reactant 2

HCID 97092,4-DifluoroanilineHCID 60207337HCID 60207337, compound

Product 1

HCID 60207375HCID 60207375, compound

Procedure

Prepared according to the procedure described for example 50 from 5-[(3,5-dichloro-4-pyridyl)sulfanyl]-4-nitro-thiophene-2-carbonyl chloride (120 mg, 0.33 mmol) and 2,4-difluoroaniline (50 mg, 0.39 mmol). The title compound was obtained as a solid (70 mg, 47% yield). 1H NMR (400 MHz, d6-DMSO) δ: 10.53 (1H, s), 8.99 (2H, s), 8.68 (1H, m), 7.54 (1H, m), 7.40 (1H, m), 7.12 (1H, m). MS m/z: 460.05, 462.03 [M+H]+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-9a2bb34973284e6a9e1577ac220362d7
Source dataset
uspto-grants-2014_03
Patent number
US08680139B2

Reaction notes

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