4-Sulfanylidene-1,3-thiazolidin-2-one → HCID 178484550, compound
Reaction equation
S=[C:2]1[CH2:6][S:5][C:4](=[O:7])[NH:3]1.Cl.[CH3:9][N:10]([CH3:16])[C:11](=[O:15])[CH2:12][CH2:13][NH2:14]>C(O)C>[CH3:9][N:10]([CH3:16])[C:11](=[O:15])[CH2:12][CH2:13][NH:14][C:2]1[CH2:6][S:5][C:4](=[O:7])[N:3]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of N,N-dimethyl-R-alaninamide (2.12 g) in ethanol (25 mL) was added 4-thioxo-1,3-thiazolidin-2-one (2.43 g), which N,N-dimethyl-β-alaninamide hydrochloride was treated with AMBERLYST (registered trademark) A21, and the mixture was stirred at room temperature overnight. The reaction mixture was concentrated, and the residue was purified by silica gel column chromatography (NH, ethyl acetate/methanol) to give the title compound (0.33 g).
Workup
- additionwas treated with AMBERLYST (registered trademark) A21
- concentrationThe reaction mixture was concentrated
- customthe residue was purified by silica gel column chromatography (NH, ethyl acetate/methanol)
Sources & evidence
- ORD record
- ord-da1ffbcf55f84ad19c2903de37d7f420
- Source dataset
- uspto-grants-2014_07
- Patent number
- US08772277B2
Reaction notes
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