Water → 21891-56-5

HRID 1503179Notes

Reaction equation

HRID 1503179 reaction equation
Cl.[NH2:2][C@H:3]([C:6]([OH:8])=[O:7])[CH2:4][SH:5].[CH3:9][C:10]1[C:15]([OH:16])=[C:14]([CH:17]=O)[C:13]([CH2:19][OH:20])=[CH:12][N:11]=1.Cl.C(=O)([O-])O.[Na+].O>C(O)C>[OH:16][C:15]1[C:10]([CH3:9])=[N:11][CH:12]=[C:13]([CH2:19][OH:20])[C:14]=1[CH:17]1[NH:2][CH:3]([C:6]([OH:8])=[O:7])[CH2:4][S:5]1

Participants

6

Reactant 4

HCID 962WaterHCID 6171Pyridoxal hydrochlorideHCID 60960Cysteine HydrochlorideHCID 516892Sodium Bicarbonate

Product 1

HCID 35331621891-56-5Yield 91.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

L-Cysteine hydrochloride (8.00 g, 45.6 mmol), pyridoxal hydrochloride (8.80 g, 43.25 mmol), and sodium hydrogen carbonate (7.60 g, 90.5 mmol) were added to a mixed solvent of water (60 ml) and ethanol (120 ml), and the mixture was at stored −20° C. for 2 days. The precipitated solid was collected by filtration, and dried under reduced pressure to give 2-[3-hydroxy-5-(hydroxymethyl)-2-methylpyridin-4-yl]thiazolidine-4-carboxylic acid as a pale-yellow solid (10.73 g).

Workup

  1. filtrationThe precipitated solid was collected by filtration
  2. customdried under reduced pressure

Sources & evidence

ORD record
ord-ad06cda3a01d4fed9b4ccbf5986348c2
Source dataset
uspto-grants-2015_12
Patent number
US09212154B2

Reaction notes

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