Water → 2,2-Di(2-pyridyl)thiazolidine-4-carboxylic acid

HRID 704394Notes

Reaction equation

HRID 704394 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=1)=O.[NH2:15][C@H:16]([C:19]([OH:21])=[O:20])[CH2:17][SH:18].O>C(O)C>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=2)[NH:15][CH:16]([C:19]([OH:21])=[O:20])[CH2:17][S:18]1

Participants

5

Reactant 3

HCID 962WaterHCID 5862L-(+)-CysteineHCID 88065Bis(2-pyridyl) ketone

Product 1

HCID 148815402,2-Di(2-pyridyl)thiazolidine-4-carboxylic acidYield 11%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 3.68 g of di-2-pyridyl ketone, 2.42 g of L-cysteine, 25 ml of water and 25 ml of ethanol was refluxed for 3.5 hours. After allowing the mixture to cool, the insoluble matter was filtered off, and the filtrate was concentrated to dryness under reduced pressure. The residue was washed in sequence with ethyl acetate and ether to give 0.63 g of 2,2-di(2-pyridyl)thiazolidine-4-carboxylic acid.

Workup

  1. temperaturewas refluxed for 3.5 hours
  2. temperatureto cool
  3. filtrationthe insoluble matter was filtered off
  4. concentrationthe filtrate was concentrated to dryness under reduced pressure
  5. washThe residue was washed in sequence with ethyl acetate and ether

Sources & evidence

ORD record
ord-19ad592d68a242b984d0a672abed8857
Source dataset
uspto-grants-1991_01
Patent number
US04987132

Reaction notes

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