L-(+)-Cysteine → 2-(3-Quinolyl)thiazolidine-4-carboxylic acid

HRID 704369Notes

Reaction equation

HRID 704369 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[C:3]([CH:11]=O)[CH:2]=1.[NH2:13][C@H:14]([C:17]([OH:19])=[O:18])[CH2:15][SH:16]>C(O)C>[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[C:3]([CH:11]2[NH:13][CH:14]([C:17]([OH:19])=[O:18])[CH2:15][S:16]2)[CH:2]=1

Participants

4

Reactant 2

HCID 5862L-(+)-CysteineHCID 836413-Quinolinecarboxaldehyde

Product 1

HCID 148815432-(3-Quinolyl)thiazolidine-4-carboxylic acidYield 75%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Quinoline-3-carbaldehyde (1.57 g ) and 1.21 g of L-cysteine were dissolved in 50 ml of 50% ethanol, and the solution was stirred at room temperature for 1 hour. The resultant crystalline precipitate was collected by suction filtration, washed with 50% ethanol and dried to give 1.95 g of 2-(3-quinolyl)thiazolidine-4-carboxylic acid. Melting point 173°-175° C. (decomposition).

Workup

  1. filtrationThe resultant crystalline precipitate was collected by suction filtration
  2. washwashed with 50% ethanol
  3. customdried

Sources & evidence

ORD record
ord-f57005f356684aa3a4615e34474499b9
Source dataset
uspto-grants-1991_01
Patent number
US04987132

Reaction notes

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