Water → 1-(2-Sulfanylethyl)pyrrolidine-2,5-dione

HRID 465896

Reaction equation

HRID 465896 reaction equation
O.[SH:2][CH2:3][CH2:4][NH:5][C:6](=[O:12])[CH2:7][CH2:8][C:9]([OH:11])=O>C1(C)C(C)=CC=CC=1>[SH:2][CH2:3][CH2:4][N:5]1[C:6](=[O:12])[CH2:7][CH2:8][C:9]1=[O:11]

Participants

4

Reactant 2

HCID 962WaterHCID 224508284-Oxo-4-[(2-sulfanylethyl)amino]butanoic acid

Product 1

HCID 220163571-(2-Sulfanylethyl)pyrrolidine-2,5-dioneYield 100.2%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Conditions

Temperature
140 °C

Procedure

In a 100 cm3 reactor fitted with a water separator (Dean Stark) there is heated to a temperature of 140° C. a mixture, stirred under an inert atmosphere, of 20 g of N-(2-mercapto ethyl) succinamic acid in 50 cm3 of xylene. After about 5 hours of reaction, the theoretical amount of water (2 cm3) is removed. The xylene is then distilled under reduced pressure. The crude product is dried and 18 g of a pasty product are obtained which slowly crystallizes at ambient temperature, its characteristics being the same as those of the product prepared following the procedures in section (a) immediately above.

Workup

  1. customAfter about 5 hours of reaction
  2. customthe theoretical amount of water (2 cm3) is removed
  3. distillationThe xylene is then distilled under reduced pressure
  4. dry with materialThe crude product is dried

Sources & evidence

ORD record
ord-8cd426b10d72487bb13780b129cd085d
Source dataset
uspto-grants-1992_10
Patent number
US05154918

Linked notes

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