5-Chloro-2-methoxyaniline → HCID 60207366, compound

HRID 1192147Notes

Reaction equation

HRID 1192147 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].[CH3:21][O:22][C:23]1[CH:29]=[CH:28][C:27]([Cl:30])=[CH:26][C:24]=1[NH2:25]>>[Cl:30][C:27]1[CH:28]=[CH:29][C:23]([O:22][CH3:21])=[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]=1

Participants

3

Reactant 2

HCID 667635-Chloro-2-methoxyanilineHCID 60207337HCID 60207337, compound

Product 1

HCID 60207366HCID 60207366, 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-methoxy-5-chloroaniline (61 mg, 0.39 mmol). The title compound was obtained as a yellow solid (110 mg, 69% yield). 1H NMR (400 MHz, d6-DMSO) δ: 10.17 (1H, s), 9.00 (2H, s), 8.76 (1H, s), 7.57 (1H, m), 7.27 (1H, m), 7.13 (1H, m), 3.83 (3H, s). MS m/z: 488.02, 490.07 [M+H]+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-4b229a5830a94c23a578c0965c271ac9
Source dataset
uspto-grants-2014_03
Patent number
US08680139B2

Reaction notes

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