4-Bromoaniline → HCID 60207381, compound

HRID 1192165Notes

Reaction equation

HRID 1192165 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].[Br:21][C:22]1[CH:28]=[CH:27][C:25]([NH2:26])=[CH:24][CH:23]=1>>[Br:21][C:22]1[CH:28]=[CH:27][C:25]([NH:26][C:14]([C:12]2[S:13][C:9]([S:8][C:7]3[C:2]([Cl:1])=[CH:3][N:4]=[CH:5][C:6]=3[Cl:20])=[C:10]([N+:17]([O-:19])=[O:18])[CH:11]=2)=[O:15])=[CH:24][CH:23]=1

Participants

3

Reactant 2

HCID 78074-BromoanilineHCID 602073375-((3,5-Dichloropyridin-4-yl)thio)-4-nitrothiophene-2-carbonyl chloride

Product 1

HCID 60207381HCID 60207381, 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 4-bromoaniline (67 mg, 0.39 mmol). The title compound was obtained as a solid (55 mg, 33% yield). 1H NMR (400 MHz, d6-DMSO) δ: 10.63 (1H, s), 9.01 (2H, s), 8.71 (1H, s), 7.63 (2H, m), 7.56 (2H, m). MS m/z: 502.01, 503.94, 505.92 [M+H]+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-ff8947fd8c3948789fd4f943012d964d
Source dataset
uspto-grants-2014_03
Patent number
US08680139B2

Reaction notes

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