Ethanolamine → 2-(beta-Hydroxyethyl)amino-6-(beta-hydroxyethyl)amino-4-chloronitrobenzene

HRID 1606851Notes

Reaction equation

HRID 1606851 reaction equation
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[C:4](Cl)[C:3]=1[N+:10]([O-:12])=[O:11].[CH2:13]([CH2:15][NH2:16])[OH:14]>>[OH:14][CH2:13][CH2:15][NH:16][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[C:4]([NH:16][CH2:15][CH2:13][OH:14])[C:3]=1[N+:10]([O-:12])=[O:11]

Participants

3

Reactant 2

HCID 700EthanolamineHCID 292282,4,6-Trichloronitrobenzene

Product 1

HCID 200710912-(beta-Hydroxyethyl)amino-6-(beta-hydroxyethyl)amino-4-chloronitrobenzene

Procedure

0.132 mole (30 g) of 2,4,6-trichloronitrobenzene were heated at 95° C. in 120 ml of ethanolamine. After 30 minutes the reaction medium was poured over 240 g of an ice-water mixture. The desired product precipitated out and was filtered, washed with water and then dried under vacuum in the presence of phosphorus pentoxide. After recrystallization from absolute ethanol, it melted at 154° C.

Workup

  1. customThe desired product precipitated out
  2. filtrationwas filtered
  3. washwashed with water
  4. dry with materialdried under vacuum in the presence of phosphorus pentoxide
  5. customAfter recrystallization from absolute ethanol, it melted at 154° C.

Sources & evidence

ORD record
ord-03db87c1a2a64f06919127391a9822ca
Source dataset
uspto-grants-1989_09
Patent number
US04863482

Reaction notes

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