4-Sulfanylidene-1,3-thiazolidin-2-one → HCID 178518187, compound
Reaction equation
[NH2:1][C@H:2]1[C@H:7]([OH:8])[CH2:6][CH2:5][O:4][CH2:3]1.S=[C:10]1[CH2:14][S:13][C:12](=[O:15])[NH:11]1>C(O)C>[O:15]=[C:12]1[N:11]=[C:10]([NH:1][C@H:2]2[C@H:7]([OH:8])[CH2:6][CH2:5][O:4][CH2:3]2)[CH2:14][S:13]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of 2-amino-1,5-anhydro-2,4-dideoxy-threo-pentitol (527 mg) in ethanol (100 mL) was added 4-thioxo-1,3-thiazolidin-2-one (590 mg), and the mixture was heated under reflux for 15 hr. The reaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (NH, ethyl acetate) to give the title compound (700 mg).
Workup
- temperaturethe mixture was heated
- temperatureunder reflux for 15 hr
- concentrationThe reaction mixture was concentrated under reduced pressure
- customthe residue was purified by silica gel column chromatography (NH, ethyl acetate)
Sources & evidence
- ORD record
- ord-831048285ab54fbf96293076f12e765d
- Source dataset
- uspto-grants-2014_07
- Patent number
- US08772277B2
Reaction notes
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