Acetaldehyde → 2-Methyl-4-thiazolidinecarboxylic acid

HRID 1082041Notes

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

Reactant 2

HCID 177Acetaldehyde

HCID 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

customfollowed by solvent evaporation
customevaporated in vacuo
customThe resulting product was recrystallized from methanol

Sources & evidence

ORD record: ord-0678a11cf9d1408b92bc24a831f8b485
Source dataset: uspto-grants-1996_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05589464

Reaction notes

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