4-Sulfanylidene-1,3-thiazolidin-2-one → HCID 178484594, compound

HRID 1620767Notes

Reaction equation

HRID 1620767 reaction equation
[NH2:1][C@@H:2]([C:8]1([OH:11])[CH2:10][CH2:9]1)[C:3]([N:5]([CH3:7])[CH3:6])=[O:4].S=[C:13]1[CH2:17][S:16][C:15](=[O:18])[NH:14]1>C(O)C>[OH:11][C:8]1([C@H:2]([NH:1][C:13]2[CH2:17][S:16][C:15](=[O:18])[N:14]=2)[C:3]([N:5]([CH3:7])[CH3:6])=[O:4])[CH2:10][CH2:9]1

Participants

4

Reactant 2

HCID 15395954-Sulfanylidene-1,3-thiazolidin-2-oneHCID 86678927HCID 86678927, compound

Product 1

HCID 178484594HCID 178484594, compoundYield 13.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of (2S)-2-amino-2-(1-hydroxycyclopropyl)-N,N-dimethylethanamide (60 mg) in ethanol (1 mL) was added 4-thioxothiazolidin-2-one (51 mg) at room temperature. The reaction mixture was stirred at room temperature overnight, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane) to give the title compound (13 mg).

Workup

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

Sources & evidence

ORD record
ord-8bb18b8ad1ee4d2f9998126d4e1bb74a
Source dataset
uspto-grants-2014_07
Patent number
US08772277B2

Reaction notes

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