4-Sulfanylidene-1,3-thiazolidin-2-one → HCID 178518175, compound

HRID 1620788Notes

Reaction equation

HRID 1620788 reaction equation
[NH2:1][C@@H:2]1[CH2:7][C:6]([F:9])([F:8])[CH2:5][CH2:4][C@H:3]1[OH:10].S=[C:12]1[CH2:16][S:15][C:14](=[O:17])[NH:13]1>C(O)C>[F:8][C:6]1([F:9])[CH2:7][C@@H:2]([NH:1][C:12]2[CH2:16][S:15][C:14](=[O:17])[N:13]=2)[C@H:3]([OH:10])[CH2:4][CH2:5]1

Participants

4

Reactant 2

HCID 15395954-Sulfanylidene-1,3-thiazolidin-2-oneHCID 86678944HCID 86678944, compound

Product 1

HCID 178518175HCID 178518175, compoundYield 56%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of trans-2-amino-4,4-difluorocyclohexanol (1.08 g) in ethanol (100 mL) was added 4-thioxo-1,3-thiazolidin-2-one (950 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 (1000 mg).

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 15 hr
  3. concentrationThe reaction mixture was concentrated under reduced pressure
  4. customthe residue was purified by silica gel column chromatography (NH, ethyl acetate)

Sources & evidence

ORD record
ord-e06d6c6390e84af595cf56c5e563ec21
Source dataset
uspto-grants-2014_07
Patent number
US08772277B2

Reaction notes

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