Ethanolamine → 2-[2-(beta-Hydroxyethyl)amino-3,5-dinitrophenyl]ethanol

HRID 477602Notes

Reaction equation

HRID 477602 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([N+:13]([O-:15])=[O:14])[C:7]2[O:11][CH2:10][CH2:9][C:8]=2[CH:12]=1)([O-:3])=[O:2].[NH2:16][CH2:17][CH2:18][OH:19]>O>[OH:19][CH2:18][CH2:17][NH:16][C:7]1[C:6]([N+:13]([O-:15])=[O:14])=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:12][C:8]=1[CH2:9][CH2:10][OH:11]

Participants

4

Reactant 2

HCID 700EthanolamineHCID 198363225,7-Dinitro-2,3-dihydrobenzofuran

Product 1

HCID 198363372-[2-(beta-Hydroxyethyl)amino-3,5-dinitrophenyl]ethanol

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

0.29 Mole (60.9 g) of 2,3-dihydro-5,7-dinitrobenzofuran is added in small portions at room temperature to 122 ml of 2-aminoethanol. After the addition is complete, the reaction medium is brought for 15 minutes to 95° C. 500 ml of water are added; after the mixture is cooled, the expected product is drained, and this, after being made into a paste in water and recrystallized from 75 ml of 96° strength ethanol, melts at 115° C.

Workup

  1. additionAfter the addition
  2. temperatureafter the mixture is cooled

Sources & evidence

ORD record
ord-ce9df47304ed4c46bb3d28a9abbe738f
Source dataset
uspto-grants-1989_12
Patent number
US04888445

Reaction notes

Loading…