4-Amino-alpha-methylbenzenemethanol → HCID 60207367, compound

HRID 1192148Notes

Reaction equation

HRID 1192148 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].[OH:21][CH:22]([C:24]1[CH:30]=[CH:29][C:27]([NH2:28])=[CH:26][CH:25]=1)[CH3:23]>>[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]([NH:28][C:27]2[CH:29]=[CH:30][C:24]([CH:22]([OH:21])[CH3:23])=[CH:25][CH:26]=2)=[O:15])=[CH:11][C:10]=1[N+:17]([O-:19])=[O:18]

Participants

3

Reactant 2

HCID 857534-Amino-alpha-methylbenzenemethanolHCID 60207337HCID 60207337, compound

Product 1

HCID 60207367HCID 60207367, 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 4-(1-hydroxyethyl)aniline (53 mg, 0.39 mmol). The title compound was obtained as a solid (50 mg, 33% yield). 1H NMR (400 MHz, d6-DMSO) δ: 10.50 (1H, s), 9.00 (2H, s), 8.72 (1H, m), 7.56 (2H, dd), 7.32 (2H, dd), 5.10 (1H, m), 4.68 (1H, m), 1.31 (3H, s). MS m/z: 468.10, 470.10 [M+H]+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-665afaf82cd643e499c7803d4734e299
Source dataset
uspto-grants-2014_03
Patent number
US08680139B2

Reaction notes

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