4-Sulfanylidene-1,3-thiazolidin-2-one → HCID 178495732, compound

HRID 1620701Notes

Reaction equation

HRID 1620701 reaction equation
S=[C:2]1[CH2:6][S:5][C:4](=[O:7])[NH:3]1.[CH3:8][N:9]([CH3:17])[C:10](=[O:16])[C@H:11]([CH2:13][O:14][CH3:15])[NH2:12]>C(O)C>[CH3:8][N:9]([CH3:17])[C:10](=[O:16])[C@H:11]([CH2:13][O:14][CH3:15])[NH:12][C:2]1[CH2:6][S:5][C:4](=[O:7])[N:3]=1

Participants

4

Reactant 2

HCID 15395954-Sulfanylidene-1,3-thiazolidin-2-oneHCID 86678862HCID 86678862, compound

Product 1

HCID 178495732HCID 178495732, compoundYield 23.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 4-thioxothiazolidin-2-one (1.00 g) in ethanol (20 mL) was added N,N,O-trimethyl-L-serinamide (1.82 g) at room temperature. The reaction mixture was stirred at room temperature overnight, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (434 mg).

Workup

  1. customthe solvent was evaporated under reduced pressure
  2. customThe residue was purified by silica gel column chromatography (ethyl acetate/hexane)

Sources & evidence

ORD record
ord-68be9bbdcf6f4b11a65b0118185e69b2
Source dataset
uspto-grants-2014_07
Patent number
US08772277B2

Reaction notes

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