2,6-Dichloroaniline → HCID 67494773, compound

HRID 1192151Notes

Reaction equation

HRID 1192151 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].[Cl:21][C:22]1[CH:28]=[CH:27][CH:26]=[C:25]([Cl:29])[C:23]=1[NH2:24]>>[Cl:21][C:22]1[CH:28]=[CH:27][CH:26]=[C:25]([Cl:29])[C:23]=1[NH:24][C:14]([C:12]1[S:13][C:9]([S:8][C:7]2[C:2]([Cl:1])=[CH:3][N:4]=[CH:5][C:6]=2[Cl:20])=[C:10]([N+:17]([O-:19])=[O:18])[CH:11]=1)=[O:15]

Participants

3

Reactant 2

HCID 118462,6-DichloroanilineHCID 602073375-((3,5-Dichloropyridin-4-yl)thio)-4-nitrothiophene-2-carbonyl chloride

Product 1

HCID 67494773HCID 67494773, 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 2,6-dichloro-aniline (63 mg, 0.39 mmol). The title compound was obtained as a solid (70 mg, 43% yield). 1H NMR (400 MHz, d6-DMSO) δ: 10.76 (1H, s), 8.99 (2H, s), 8.68 (1H, s), 7.60 (2H, m), 7.41 (1H, m). MS m/z: 492.00, 493.99, 495.96 [M+H]+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-33e67804670c47a1aa0210dda7f8937b
Source dataset
uspto-grants-2014_03
Patent number
US08680139B2

Reaction notes

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