2,4-Dichloroaniline → HCID 60207374, compound

HRID 1192156Notes

Reaction equation

HRID 1192156 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]=[C:27]([Cl:29])[CH:26]=[CH:25][C:23]=1[NH2:24]>>[Cl:21][C:22]1[CH:28]=[C:27]([Cl:29])[CH:26]=[CH:25][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 111232,4-DichloroanilineHCID 60207337HCID 60207337, compound

Product 1

HCID 60207374HCID 60207374, 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-dichloroaniline (62 mg, 0.39 mmol). The title compound was obtained as a solid (85 mg, 52% yield). 1H NMR (400 MHz, d6-DMSO) δ: 10.58 (1H, s), 8.99 (2H, m), 8.69 (1H, s), 7.74 (1H, m), 7.48 (2H, m). MS m/z: 491.96, 493.96, 495.97 [M+H]+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-6746b70dc5254131954b3ee591bb3014
Source dataset
uspto-grants-2014_03
Patent number
US08680139B2

Reaction notes

Loading…