3-Chloroaniline → HCID 67494938, compound

HRID 1192157Notes

Reaction equation

HRID 1192157 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:23]=[C:24]([CH:26]=[CH:27][CH:28]=1)[NH2:25]>>[Cl:21][C:22]1[CH:23]=[C:24]([NH:25][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:26]=[CH:27][CH:28]=1

Participants

3

Reactant 2

HCID 79323-ChloroanilineHCID 60207337HCID 60207337, compound

Product 1

HCID 67494938HCID 67494938, 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-chloroaniline (49 mg, 0.39 mmol). The title compound was obtained as a solid (70 mg, 47% yield). 1H NMR (400 MHz, d6-DMSO) δ: 10.79 (1H, s), 9.01 (2H, s), 8.75 (1H, s), 7.86 (1H, s), 7.67 (1H, m), 7.39 (1H, m), 7.20 (1H, m). MS m/z: 458.11, 460.09, 462.03 [M+H]+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-eb4e9eb130074bc7952132622e08f476
Source dataset
uspto-grants-2014_03
Patent number
US08680139B2

Reaction notes

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