Acetaldehyde → 2-Methyl-4-thiazolidinecarboxylic acid

HRID 1608948Notes

Reaction equation

HRID 1608948 reaction equation
[CH:1](=O)[CH3:2].[NH2:4][C@H:5]([C:8]([OH:10])=[O:9])[CH2:6][SH:7]>>[CH3:1][CH:2]1[NH:4][CH:5]([C:8]([OH:10])=[O:9])[CH2:6][S:7]1

Participants

3

Reactant 2

HCID 177AcetaldehydeHCID 5862L-(+)-Cysteine

Product 1

HCID 1607362-Methyl-4-thiazolidinecarboxylic acid

Procedure

Acetaldehyde (0.27 g) and L-cysteine (0.75 g) were reacted in aqueous solution 10 ml at room temperature for 1.5 hours, followed by solvent evaporation evaporated in vacuo. The resulting product was recrystallized from methanol to yield the title compound. Melting Point: 161°-163° centigrade Optical Rotation [α]26D: -148°.

Workup

  1. customfollowed by solvent evaporation
  2. customevaporated in vacuo
  3. customThe resulting product was recrystallized from methanol

Sources & evidence

ORD record
ord-393d40c532a44cada3c5dc183bee2d03
Source dataset
uspto-grants-1995_03
Patent number
US05399573

Reaction notes

Loading…