Succinimide → HCID 19835510, compound

HRID 477384Notes

Reaction equation

HRID 477384 reaction equation
[CH3:1][NH:2][C:3]1[CH:4]=[C:5]([CH:11]=[CH:12][C:13]=1[N+:14]([O-:16])=[O:15])[O:6][CH2:7][CH:8]1[O:10][CH2:9]1.[C:17]1(=[O:23])[NH:21][C:20](=[O:22])[CH2:19][CH2:18]1>N1C=CC=CC=1>[CH3:1][NH:2][C:3]1[CH:4]=[C:5]([CH:11]=[CH:12][C:13]=1[N+:14]([O-:16])=[O:15])[O:6][CH2:7][CH:8]([OH:10])[CH2:9][N:21]1[C:17](=[O:23])[CH2:18][CH2:19][C:20]1=[O:22]

Participants

4

Reactant 2

HCID 11439SuccinimideHCID 19835509HCID 19835509, compound

Product 1

HCID 19835510HCID 19835510, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineCatalyst

Procedure

0.087 mol (19.5 g) of 1-(3'-methylamino-4'-nitrophenoxy)-2,3-epoxypropane is dissolved in 75 ml of absolute alcohol to which 6 drops of pyridine have been added. 0.10 mol (10.1 g) of succinimide is added and the mixture is then heated under reflux for 4 hours. The reaction mixture is filtered at the boil. On cooling of the filtrate, the expected product crystallises. After recrystallisation from alcohol and drying in vacuo, it melts at 152° C.

Workup

  1. additionhave been added
  2. temperaturethe mixture is then heated
  3. temperatureunder reflux for 4 hours
  4. filtrationThe reaction mixture is filtered at the boil
  5. temperatureOn cooling of the filtrate
  6. customthe expected product crystallises
  7. customAfter recrystallisation from alcohol
  8. customdrying in vacuo, it melts at 152° C.

Sources & evidence

ORD record
ord-350ad01c66ac433f80b6994de4542f2e
Source dataset
uspto-grants-1989_12
Patent number
US04888025

Reaction notes

Loading…