N-Phenylmaleimide → HCID 14224079, compound

HRID 2118561Notes

Reaction equation

HRID 2118561 reaction equation
[CH2:1]([N:8]([CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[OH:9])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:17]1([N:23]2[C:27](=[O:28])[CH:26]=[CH:25][C:24]2=[O:29])[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>O1CCCC1>[C:17]1([N:23]2[C:27](=[O:28])[CH2:26][CH:25]([O:9][N:8]([CH2:1][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)[CH2:10][C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)[C:24]2=[O:29])[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1

Participants

4

Reactant 2

HCID 13662N-PhenylmaleimideHCID 69297Dibenzylhydroxylamine

Product 1

HCID 14224079HCID 14224079, compoundYield 56.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A suspension of 6.0 g (28 mmole) of N,N-dibenzylhydroxylamine and 4.87 g (28 mmole) of N-phenylmaleimide in 50 ml of dry tetrahydrofuran is heated at reflux for 40 hours. The solvent is removed in vacuo and the residue is recrystallized from toluene to give 6.1 g (56%) of a white solid, mp 91°-93° C.:

Workup

  1. temperatureis heated
  2. temperatureat reflux for 40 hours
  3. customThe solvent is removed in vacuo
  4. customthe residue is recrystallized from toluene

Sources & evidence

ORD record
ord-0d3254d61fec4376a1e0f4e52bc6cf4c
Source dataset
uspto-grants-1987_07
Patent number
US04678826

Reaction notes

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