Ethanolamine → 2-Amino-4-beta-hydroxyethylamino-5-chloronitrobenzene

HRID 4237

Reaction equation

HRID 4237 reaction equation
[Cl:1][C:2]1[C:8](Cl)=[CH:7][C:5]([NH2:6])=[C:4]([N+:10]([O-:12])=[O:11])[CH:3]=1.[CH2:13]([CH2:15][NH2:16])[OH:14]>O1CCOCC1>[NH2:6][C:5]1[CH:7]=[C:8]([NH:16][CH2:15][CH2:13][OH:14])[C:2]([Cl:1])=[CH:3][C:4]=1[N+:10]([O-:12])=[O:11]

Participants

4

Reactant 2

HCID 700EthanolamineHCID 811494,5-Dichloro-2-nitroaniline

Product 1

HCID 537271372-Amino-4-beta-hydroxyethylamino-5-chloronitrobenzene

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

0.11 mole (22.8 g) of 4,5-dichloro-2-nitroaniline is added to a solution of 0.55 mole (33.3 ml) of ethanolamine in 70 ml of dioxane. The reaction mixture is heated for 6 hours in refluxing dioxane. After dilution with water and neutralization with concentrated hydrochloric acid, the expected product precipitates.

Workup

  1. temperatureThe reaction mixture is heated for 6 hours
  2. customAfter dilution with water and neutralization with concentrated hydrochloric acid, the expected product precipitates

Sources & evidence

ORD record
ord-b1ae56670021489c8b0a911be0cc61d1
Source dataset
uspto-grants-1988_02
Patent number
US04725283

Linked notes

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