2-Oxobutanoic Acid → Thiazolidinecarboxylic acid, 2-ethyl-

HRID 903887

Reaction equation

HRID 903887 reaction equation
Cl.[NH2:2][CH2:3][CH2:4][SH:5].C(N(CC)CC)C.O=[C:14]([CH2:18][CH3:19])[C:15]([OH:17])=[O:16]>C(O)C>[CH2:18]([C:14]1([C:15]([OH:17])=[O:16])[NH:2][CH2:3][CH2:4][S:5]1)[CH3:19]

Participants

5

Reactant 3

HCID 582-Oxobutanoic AcidHCID 8471TriethylamineHCID 9082Cysteamine Hydrochloride

Product 1

HCID 198462Thiazolidinecarboxylic acid, 2-ethyl-Yield 65.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

11.4 g of cysteamine hydrochloride and 10.1 g of triethylamine were dissolved in 100 ml of ethanol, to which was added 10.2 g of 2-keto-butyric acid. The mixture was refluxed for 30 minutes, cooled and filtered thereby giving 10.6 g (yield 65.7%) of 2-ethyl-thiazolidine-2-carboxylic acid with a melting point of 235°-238° C. (decomposed).

Workup

  1. temperatureThe mixture was refluxed for 30 minutes
  2. temperaturecooled
  3. filtrationfiltered

Sources & evidence

ORD record
ord-6417e3b5d0cb4c31933f5935b2dc8ca2
Source dataset
uspto-grants-1980_10
Patent number
US04229461

Linked notes

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