Hydrochloric Acid → 3-Thiazolidineacetic acid, 4-oxo-2-thioxo-
Reaction equation
[NH2:1][CH2:2][C:3]([OH:5])=[O:4].[OH-].[Na+].Cl[CH2:9][C:10]([O-:12])=O.[Na+].Cl.[C:15](=[S:17])=[S:16]>O>[S:17]1[CH2:9][C:10](=[O:12])[N:1]([CH2:2][C:3]([OH:5])=[O:4])[C:15]1=[S:16]Participants
Reactant 5
Product 1
Reagents, catalysts & solvents 1
Procedure
Glycine (19 g) and sodium hydroxide (20 g) were dissolved in water (50 g), and the resultant solution was cooled to 10° C. Carbon disulfide (19 g) was added dropwise to the solution over 30 minutes with stirring, and then the mixture was allowed to react at 20° C. for three days. Subsequently, a solution of sodium chloroacetate (29 g) in water (60 g) was added dropwise to the reaction mixture over 15 minutes, and the resultant mixture was allowed to react at room temperature for 24 hours. Concentrated hydrochloric acid (90 g) and water (32 g) were added to the reaction mixture, and the resultant mixture was allowed to react at 80° C. for five hours. After completion of reaction, precipitated target crystals were separated through filtration, washed with cold water, and dried to 50° C. for one day, to thereby yield 24 g of the crystals. The purity of the product, as obtained through liquid chromatography, was 98%.
Workup
- customto react at 20° C. for three days
- customto react at room temperature for 24 hours
- customto react at 80° C. for five hours
- customAfter completion of reaction
- customprecipitated target crystals
- customwere separated through filtration
- washwashed with cold water
- customdried to 50° C. for one day
- customThe purity of the product, as obtained through liquid chromatography
Sources & evidence
- ORD record
- ord-32d8284e7b5c4ba6a0e95c2cea934f7c
- Source dataset
- uspto-grants-2003_08
- Patent number
- US06610791B2
Reaction notes
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