4-Sulfanylidene-1,3-thiazolidin-2-one → HCID 178484588, compound

HRID 1620681Notes

Reaction equation

HRID 1620681 reaction equation
[CH3:1][N:2]([CH3:9])[C:3](=[O:8])[C@H:4]([CH2:6][OH:7])[NH2:5].S=[C:11]1[CH2:15][S:14][C:13](=[O:16])[NH:12]1>C(O)C>[O:16]=[C:13]1[N:12]=[C:11]([NH:5][C@H:4]([C:3]([N:2]([CH3:9])[CH3:1])=[O:8])[CH2:6][OH:7])[CH2:15][S:14]1

Participants

4

Reactant 2

HCID 15395954-Sulfanylidene-1,3-thiazolidin-2-oneHCID 45087500HCID 45087500, compound

Product 1

HCID 178484588HCID 178484588, compoundYield 54.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
70 °C

Procedure

To a solution of N,N-dimethyl-L-serinamide (1.61 g) in ethanol (50 mL) was added 4-thioxo-1,3-thiazolidin-2-one (1.63 g), and the mixture was stirred at 70° C. overnight. The reaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (NH, methanol/ethyl acetate) to give the title compound (1.53 g).

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe residue was purified by silica gel column chromatography (NH, methanol/ethyl acetate)

Sources & evidence

ORD record
ord-81b06eccbef3444c92b914b6296510a2
Source dataset
uspto-grants-2014_07
Patent number
US08772277B2

Reaction notes

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