4-Sulfanylidene-1,3-thiazolidin-2-one → HCID 178448318, compound

HRID 1620771Notes

Reaction equation

HRID 1620771 reaction equation
[NH2:1][C@@H:2]([CH:11]([CH3:13])[CH3:12])[C:3]([N:5]1[CH2:10][CH2:9][O:8][CH2:7][CH2:6]1)=[O:4].S=[C:15]1[CH2:19][S:18][C:17](=[O:20])[NH:16]1>C(O)C>[CH3:12][CH:11]([CH3:13])[C@H:2]([NH:1][C:15]1[CH2:19][S:18][C:17](=[O:20])[N:16]=1)[C:3]([N:5]1[CH2:6][CH2:7][O:8][CH2:9][CH2:10]1)=[O:4]

Participants

4

Reactant 2

HCID 15395954-Sulfanylidene-1,3-thiazolidin-2-oneHCID 14963842HCID 14963842, compound

Product 1

HCID 178448318HCID 178448318, compoundYield 44.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of (2S)-2-amino-3-methyl-1-(morpholin-4-yl)butan-1-one (850 mg) in ethanol (10 mL) was added 4-thioxothiazolidin-2-one (608 mg) 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 (NH, ethyl acetate/hexane) to give the title compound (583 mg).

Workup

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

Sources & evidence

ORD record
ord-d97e16c92c8d49afb1d5b15c9ccabd8a
Source dataset
uspto-grants-2014_07
Patent number
US08772277B2

Reaction notes

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