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

HRID 465895

반응식

HRID 465895 반응식
C1(=O)OC(=O)CC1.[SH:8][CH2:9][CH2:10][NH:11][C:12](=[O:18])[CH2:13][CH2:14][C:15]([OH:17])=O.NCCS.NCCSSCCN>O>[SH:8][CH2:9][CH2:10][N:11]1[C:12](=[O:18])[CH2:13][CH2:14][C:15]1=[O:17]

참가 물질

6

반응물 4

HCID 2915CystamineHCID 6058CysteamineHCID 7922Succinic anhydrideHCID 224508284-Oxo-4-[(2-sulfanylethyl)amino]butanoic acid

생성물 1

HCID 220163571-(2-Sulfanylethyl)pyrrolidine-2,5-dione

시약·촉매·용매 1

HCID 962Water용매

실험 절차

About one-half hour is necessary for the complete transformation of the succinic anhydride (V.P.C.). At this stage, to facilitate the cyclization reaction, the reaction mixture is placed under reduced pressure and the evolution of the reaction mixture is followed by acidimetric dosage of the nontransformed N-(2-mercapto ethyl) succinamic acid. At the end of the reaction, the mixture is cooled and 7 g of crude product are obtained and dissolved in 50 cm3 of water to which are added, with stirring, 10 g of sulfonic acid resin. After stirring for one hour, the resin, having fixed the traces of cysteamine or cystamine not having reacted, is removed by filtration. To reduce the disulfide optionally present, there are added to the stirred filtrate, 10 g of sulfonic resin and 3 g of zinc powder. After 3 hours the mixture is filtered and the filtrate is concentrated under reduced pressure. After drying, 5 g of N-(2-mercapto ethyl) succinimide are obtained in the form of a white powder whose melting point is 45° C.

후처리

  1. customthe cyclization reaction
  2. customAt the end of the reaction
  3. temperaturethe mixture is cooled
  4. custom7 g of crude product are obtained
  5. additionare added
  6. stirringAfter stirring for one hour
  7. customhaving reacted
  8. customis removed by filtration
  9. additionthere are added to the stirred filtrate, 10 g of sulfonic resin and 3 g of zinc powder
  10. filtrationAfter 3 hours the mixture is filtered
  11. concentrationthe filtrate is concentrated under reduced pressure
  12. customAfter drying

출처 및 근거

ORD 기록
ord-9850519c0bec4d40b7c2d8c2e22ba1c0
출처 데이터셋
uspto-grants-1992_10
특허 번호
US05154918

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