N,N,N',N'-Tetramethylethylenediamine → N-Phenylmaleimide

HRID 2163130Notes

Reaction equation

HRID 2163130 reaction equation
[CH:1]1[CH:6]=[CH:5][C:4]([N:7]=[C:8]2[O:13][C:11](=[O:12])[CH:10]=[CH:9]2)=[CH:3][CH:2]=1.CN(C)CCN(C)C>C(Cl)Cl>[C:4]1([N:7]2[C:11](=[O:12])[CH:10]=[CH:9][C:8]2=[O:13])[CH:5]=[CH:6][CH:1]=[CH:2][CH:3]=1

Participants

4

Reactant 2

HCID 8037N,N,N',N'-TetramethylethylenediamineHCID 2608105-(Phenylimino)furan-2(5H)-one

Product 1

HCID 13662N-Phenylmaleimide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
22.5 °C

Procedure

To 2.6 g (0.015 mole) of N-phenyl isomaleimide in 50 ml of methylene chloride are added 0.00045 mole of the compounds of the formula III which are given below and 0.069 g (0.0006 mole) of N,N,N',N'-tetramethylethylenediamine. The reaction mixture is stirred for two hours at 20-25° C. and is subsequently extracted by being shaken twice with 100 ml of water each time and the solvent is then removed. The yields of N-phenyl maleimide are given in the following Table.

Workup

  1. extractionis subsequently extracted
  2. stirringby being shaken twice with 100 ml of water each time
  3. customthe solvent is then removed

Sources & evidence

ORD record
ord-ca07db1e47554f2f8852eaa2fa566fe7
Source dataset
uspto-grants-1979_01
Patent number
US04132715

Reaction notes

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