3-Fluoroaniline → HCID 60207372, compound

HRID 1192153Notes

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

Participants

Reactant 2

HCID 97423-Fluoroaniline

HCID 60207337HCID 60207337, compound

Product 1

HCID 60207372HCID 60207372, 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 3-fluoro-aniline (43 mg, 0.39 mmol). The title compound was obtained as a solid (75 mg, 52% yield). 1H NMR (400 MHz, d6-DMSO) δ: 10.68 (1H, s), 9.01 (2H, s), 8.71 (1H, s), 7.61 (1H, m), 7.42 (1H, m), 6.97 (1H, m). MS m/z: 442.07, 444.05 [M+H]+.

Workup

customPrepared

Sources & evidence

ORD record: ord-7dbca17b666e4db7a8aec842a9c61a18
Source dataset: uspto-grants-2014_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08680139B2

Reaction notes

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