Ethanolamine → HCID 21460418, compound

HRID 1941256Notes

Reaction equation

HRID 1941256 reaction equation
[C:1]12[C:18](=[O:19])[O:17][C:15](=O)[C:13]3=[C:14]1[C:5](=[CH:6][C:7]1[C:12]3=[CH:11][CH:10]=[CH:9][CH:8]=1)[CH:4]=[CH:3][CH:2]=2.[CH2:20]([CH2:22][NH2:23])[OH:21]>C1(C)C=CC=CC=1>[OH:21][CH2:20][CH2:22][N:23]1[C:18](=[O:19])[C:1]2[CH:2]=[CH:3][CH:4]=[C:5]3[C:14]=2[C:13](=[C:12]2[CH:11]=[CH:10][CH:9]=[CH:8][C:7]2=[CH:6]3)[C:15]1=[O:17]

Participants

4

Reactant 2

HCID 700EthanolamineHCID 13155836HCID 13155836, compound

Product 1

HCID 21460418HCID 21460418, compoundYield 85.8%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 1.51 g (6 mmol) of anthracene-1,9-dicarboxylic acid anhydride and 0.4 g (6.5 mmol) of ethanolamine in 50 ml of toluene is refluxed for 5 hours and then cooled to room temperature. The solid is filtered, dried and crystallized from toluene to give 1.5 g (85%) of 2-(2-hydroxyethyl)-1,2-dihydro-3H-dibenz[de,h]isoquinoline-1,3-dione. M.p. 211° C.

Workup

  1. temperatureis refluxed for 5 hours
  2. filtrationThe solid is filtered
  3. customdried
  4. customcrystallized from toluene

Sources & evidence

ORD record
ord-48fceb8627aa472abeaaf9ecb1f1af11
Source dataset
uspto-grants-1997_12
Patent number
US05703089

Reaction notes

Loading…