Potassium ethanethioate → HCID 86609192, compound

HRID 2112392Notes

Reaction equation

HRID 2112392 reaction equation
Cl[CH2:2][CH2:3][CH2:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[N:11]=[CH:10][CH:9]=[CH:8]2.[C:15]([O-:18])(=[S:17])[CH3:16].[K+]>CC(C)=O>[N:11]1[C:12]2[C:7](=[CH:6][C:5]([CH2:4][CH2:3][CH2:2][S:17][C:15](=[O:18])[CH3:16])=[CH:14][CH:13]=2)[CH:8]=[CH:9][CH:10]=1

Participants

4

Reactant 2

HCID 23670855Potassium ethanethioateHCID 68880263HCID 68880263, compound

Product 1

HCID 86609192HCID 86609192, compoundYield 71.9%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A solution of 0.41 g (2.0 mmol) 6-(3-chloro-propyl)-quinoline and 287 mg (2.5 mmol) potassium thioacetate in 8 ml acetone was heated to reflux for 8 hours. The mixture was concentrated in vacuo. The crude product was purified by flash chromatography (silica gel, gradient of 0 to 2% methanol in DCM) to afford 353 mg (71%) of dark orange oil. MS(ISP): 246.3 [MH]+

Workup

  1. temperatureto reflux for 8 hours
  2. concentrationThe mixture was concentrated in vacuo
  3. customThe crude product was purified by flash chromatography (silica gel, gradient of 0 to 2% methanol in DCM)

Sources & evidence

ORD record
ord-b8701b53405a4230a3fe0bac1a20ce37
Source dataset
uspto-grants-2009_04
Patent number
US07524823B2

Reaction notes

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