3,4,5-Trimethoxyaniline → HCID 67494582, compound

HRID 1192181Notes

Reaction equation

HRID 1192181 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]([OH:16])=O)=[CH:11][C:10]=1[N+:17]([O-:19])=[O:18].[CH3:21][O:22][C:23]1[CH:24]=[C:25]([CH:27]=[C:28]([O:32][CH3:33])[C:29]=1[O:30][CH3:31])[NH2:26]>>[Cl:20][C:6]1[CH:5]=[N:4][CH:3]=[C:2]([Cl:1])[C:7]=1[S:8][C:9]1[S:13][C:12]([C:14]([NH:26][C:25]2[CH:27]=[C:28]([O:32][CH3:33])[C:29]([O:30][CH3:31])=[C:23]([O:22][CH3:21])[CH:24]=2)=[O:16])=[CH:11][C:10]=1[N+:17]([O-:19])=[O:18]

Participants

3

Reactant 2

HCID 322853,4,5-TrimethoxyanilineHCID 602073175-((3,5-Dichloropyridin-4-yl)thio)-4-nitrothiophene-2-carboxylic acid

Product 1

HCID 67494582HCID 67494582, compound

Procedure

Prepared according to the procedure described for example 70 from 5-[(3,5-dichloro-4-pyridyl)sulfanyl]-4-nitro-thiophene-2-carboxylic acid (150 mg, 0.43 mmol) and 3,4,5-trimethoxyaniline (93.7 mg, 0.51 mmol). The title compound was obtained as a yellow solid (71.0 mg, 32% yield). 1H NMR (400 MHz, d6-DMSO) δ: 10.45 (1H, m), 9.01 (2H, m), 8.68 (1H, m), 7.06 (2H, m), 3.32 (9H, s). MS m/z: 514.19, 516.12 [M+H]+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-fd7db2539b2a4c4588b65edf3712b6b0
Source dataset
uspto-grants-2014_03
Patent number
US08680139B2

Reaction notes

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