Ethanol → HCID 45086741, compound

HRID 903884Notes

Reaction equation

HRID 903884 reaction equation
Cl.[NH2:2][CH2:3][CH2:4][SH:5].C(N(CC)CC)C.[C:13]([O:18][CH3:19])(=[O:17])[C:14]([CH3:16])=O.C(O)C>O>[CH3:19][O:18][C:13]([C:14]1([CH3:16])[NH:2][CH2:3][CH2:4][S:5]1)=[O:17]

Participants

6

Reactant 4

HCID 702EthanolHCID 8471TriethylamineHCID 9082Cysteamine HydrochlorideHCID 11748Methyl pyruvate

Product 1

HCID 45086741HCID 45086741, compoundYield 70.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 36.6 g of cysteamine hydrochloride, 32.6 g of triethylamine, 32.9 g of methyl pyruvate and 500 ml of ethanol was refluxed for 2 hours. The reaction mixture was concentrated under reduced pressure to afford a residue which was, after addition of water, extracted with ethyl acetate. The extract was vacuum distilled to give 36.6 g (yield 70.4%) of 2-methylthiazolidine-2-carboxylic acid methyl ester with a boiling point of 76° C./2 mmHg.

Workup

  1. temperaturewas refluxed for 2 hours
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. customto afford a residue which
  4. extractionextracted with ethyl acetate
  5. distillationdistilled

Sources & evidence

ORD record
ord-926a0f2e9fc9468fbc890748a208ccac
Source dataset
uspto-grants-1980_10
Patent number
US04229461

Reaction notes

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