4-Aminophenol → HCID 60207405, compound

HRID 1192190Notes

Reaction equation

HRID 1192190 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].[NH2:21][C:22]1[CH:27]=[CH:26][C:25]([OH:28])=[CH:24][CH:23]=1>>[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:21][C:22]2[CH:27]=[CH:26][C:25]([OH:28])=[CH:24][CH:23]=2)=[O:16])=[CH:11][C:10]=1[N+:17]([O-:19])=[O:18]

Participants

3

Reactant 2

HCID 4034-AminophenolHCID 602073175-((3,5-Dichloropyridin-4-yl)thio)-4-nitrothiophene-2-carboxylic acid

Product 1

HCID 60207405HCID 60207405, 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 4-aminophenol (56.0 mg, 0.51 mmol). The title compound was obtained as a solid (10 mg, 5% yield). 1H NMR (400 MHz, d6-DMSO) δ: 10.34 (1H, s), 9.36 (1H, m), 9.00 (2H, s), 8.66 (1H, m), 7.42 (2H, m), 6.74 (2H, m). MS m/z: 440.14, 442.17 [M+H]+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-1a7cc1dfed7548a190a32f857565e52b
Source dataset
uspto-grants-2014_03
Patent number
US08680139B2

Reaction notes

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