Ethanolamine → 2-(2,6-Dinitroanilino)ethan-1-ol

HRID 2081904Notes

Reaction equation

HRID 2081904 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([N+:10]([O-:12])=[O:11])[C:5]=1Cl)([O-:3])=[O:2].[CH2:14]([CH2:16][NH2:17])[OH:15]>O>[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([N+:10]([O-:12])=[O:11])[C:5]=1[NH:17][CH2:16][CH2:14][OH:15])([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 700EthanolamineHCID 118141-Chloro-2,6-dinitrobenzene

Product 1

HCID 233620182-(2,6-Dinitroanilino)ethan-1-ol

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

0.05 mol (10.125 g) of 2,6-dinitrochlorobenzene is added gradually, whilst stirring, to 25 ml of ethanolamine, the reaction medium being cooled so that the temperature does not exceed 50° C. The reaction medium is poured into 100 ml of iced water. The expected product precipitates. It is filtered off, washed with water and recrystallised from ethanol. After drying in vacuo, it melts at 100° C.

Workup

  1. temperaturethe reaction medium being cooled so that the temperature
  2. customdoes not exceed 50° C
  3. customThe expected product precipitates
  4. filtrationIt is filtered off
  5. washwashed with water
  6. customrecrystallised from ethanol
  7. customAfter drying in vacuo, it melts at 100° C.

Sources & evidence

ORD record
ord-92cecb31a3b1490591e2d244f29edf8f
Source dataset
uspto-grants-1993_02
Patent number
US05186717

Reaction notes

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