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

HRID 231378

Reaction equation

HRID 231378 reaction equation
Cl[C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[N+:9]([O-:11])=[O:10].[CH2:12]([CH2:14][NH2:15])[OH:13]>>[OH:13][CH2:12][CH2:14][NH:15][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[N+:9]([O-:11])=[O:10]

Participants

3

Reactant 2

HCID 700EthanolamineHCID 117591,3-Dichloro-2-nitrobenzene

Product 1

HCID 146668532-(beta-Hydroxyethyl)amino-6-chloronitrobenzene

Procedure

0.04 mole (7.7 g) of 2,6-dichloronitrobenzene in 30 ml of ethanolamine is heated for 8 hours at 70° C. The reaction mixture is poured onto ice, and then extracted with ethyl acetate. After washing and drying, the ethyl acetate phase is evaporated to dryness under vacuum. The dry extract is recrystallized from ethanol. The product obtained melts at 78° C. (literature value 78.5° C.).

Workup

  1. additionThe reaction mixture is poured onto ice
  2. extractionextracted with ethyl acetate
  3. washAfter washing
  4. customdrying
  5. customthe ethyl acetate phase is evaporated to dryness under vacuum
  6. extractionThe dry extract
  7. customis recrystallized from ethanol
  8. customThe product obtained melts at 78° C. (literature value 78.5° C.)

Sources & evidence

ORD record
ord-f065eb4a22a94e36aba6941f2c8c3e7c
Source dataset
uspto-grants-1989_07
Patent number
US04845293

Linked notes

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