Water → 2-Methyl-2-(3-pyridyl)thiazolidine-4-carboxylic acid

HRID 129726

Reaktionsgleichung

Reaktionsgleichung von HRID 129726
[C:1]([C:4]1[CH:5]=[N:6][CH:7]=[CH:8][CH:9]=1)(=O)[CH3:2].[NH2:10][C@H:11]([C:14]([OH:16])=[O:15])[CH2:12][SH:13].O>C(O)C>[CH3:2][C:1]1([C:4]2[CH:5]=[N:6][CH:7]=[CH:8][CH:9]=2)[NH:10][CH:11]([C:14]([OH:16])=[O:15])[CH2:12][S:13]1

Komponenten

5

Edukt 3

HCID 962WaterHCID 5862L-(+)-CysteineHCID 95893-Acetylpyridine

Produkt 1

HCID 148815392-Methyl-2-(3-pyridyl)thiazolidine-4-carboxylic acidAusbeute 37,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of 3.63 g of 3-acetylpyridine, 3.63 g of L-cysteine, 25 ml of water and 25 ml of ethanol was refluxed for 24 hours. The reaction mixture was concentrated under reduced pressure, isopropanol was added to the residue, and the resultant powder was collected by filtration. Ethanol was added to the powder, the insoluble matter was filtered off, and the filtrate was concentrated to dryness. The residue was dissolved in water and adjusted to pH 6 by addition of diluted hydrochloric acid under ice cooling and stirring, and the resultant powder was collected by filtration, washed with ethanol and dried to give 2.54 g of 2-methyl-2-(3-pyridyl)thiazolidine-4- carboxylic acid.

Aufarbeitung

  1. temperaturewas refluxed for 24 hours
  2. concentrationThe reaction mixture was concentrated under reduced pressure, isopropanol
  3. additionwas added to the residue
  4. filtrationthe resultant powder was collected by filtration
  5. additionEthanol was added to the powder
  6. filtrationthe insoluble matter was filtered off
  7. concentrationthe filtrate was concentrated to dryness
  8. dissolutionThe residue was dissolved in water
  9. additionadjusted to pH 6 by addition of diluted hydrochloric acid under ice cooling
  10. filtrationthe resultant powder was collected by filtration
  11. washwashed with ethanol
  12. customdried

Quellen und Nachweise

ORD-Eintrag
ord-d9856abc93b2451cbf7466012acd1937
Quelldatensatz
uspto-grants-1995_11
Patentnummer
US05470851

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