Hydrochloric Acid → 2-[(4-nitrophenyl)amino]ethanol

HRID 1376699Notes

Reaction equation

[C:1]([NH:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)(=O)[CH3:2].[N+:11]([O-])([OH:13])=[O:12].S(=O)(=O)(O)[OH:16].Cl>>[OH:16][CH2:2][CH2:1][NH:4][C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][CH:6]=1

Participants

Reactant 3

HCID 313Hydrochloric Acid

HCID 904Acetanilide

HCID 71777668Sulfuric acid, mixt. with nitric acid

Product 1

HCID 2661542-[(4-nitrophenyl)amino]ethanol

Procedure

The above acetanilide (11.05 g, 0.05 mol) is treated with nitric acid-sulfuric acid mixture and hydrolyzed with 2.5N hydrochloric acid, in the manner as set forth subsequently herein in Example 11, to provide N-(2-hydroxyethyl)-4-nitrobenzenamine.

Sources & evidence

ORD record: ord-d1f5378502d847bf8ae652be3e498044
Source dataset: uspto-grants-1997_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05663308

Reaction notes

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