Triethylamine → 1-Benzyl-3-(2-chloroethylamino)pyrrolidine-2,5-dione

HRID 36667

Reaction equation

HRID 36667 reaction equation
[CH2:1]([N:8]1[C:12](=[O:13])[CH:11]=[CH:10][C:9]1=[O:14])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[Cl:16][CH2:17][CH2:18][NH2:19].C(N(CC)CC)C>C(OCC)(=O)C>[CH2:1]([N:8]1[C:12](=[O:13])[CH2:11][CH:10]([NH:19][CH2:18][CH2:17][Cl:16])[C:9]1=[O:14])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 74204BenzylmaleimideHCID 97937372-Chloroethylamine hydrochloride

Product 1

HCID 150700021-Benzyl-3-(2-chloroethylamino)pyrrolidine-2,5-dione

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

74.8 g (0.4 mol) of N-benzylmaleimide are reacted with 58 g (0.5 mol) of 2-chloroethylamine hydrochloride and 50.5 g (0.5 mol) of triethylamine in accordance with the working instructions of Example Ia. After working up by chromatography, 81.6 g (77% of theory) of an oil with an RF value of 0.24 (on silica gel using ethyl acetate: petroleum ether=1:1) are obtained.

Workup

  1. customare obtained

Sources & evidence

ORD record
ord-19edba96f9eb4e4584b367e7c511598e
Source dataset
uspto-grants-1995_05
Patent number
US05416096

Linked notes

Loading…