Lawesson's reagent → HCID 58423875, compound

HRID 2096577Notes

Reaction equation

HRID 2096577 reaction equation
[C:1]1([CH:7]2[CH2:22][C:15]3([C:19](=[O:20])[NH:18][C:17](=O)[NH:16]3)[C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[O:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:32])=CC=1>O1CCOCC1>[C:1]1([CH:7]2[CH2:22][C:15]3([C:19](=[O:20])[NH:18][C:17](=[S:32])[NH:16]3)[C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[O:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 58424008HCID 58424008, compound

Product 1

HCID 58423875HCID 58423875, compoundYield 50%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A suspension of 2-phenylspiro[chroman-4,4′-imidazolidine]-2′,5′-dione (600 mg, 2.04 mmol) and Lawesson's Reagent (825 mg, 2.04 mmol) in dry 1,4-dioxane (28 mL) is heated under reflux for 24 h. The mixture is concentrated in vacuo and the residue is purified by column to give 2-phenyl-2′-thioxospiro[chroman-4,4′-imidazolidin]-5′-one (300 mg, 50%).

Workup

  1. temperatureis heated
  2. temperatureunder reflux for 24 h
  3. concentrationThe mixture is concentrated in vacuo
  4. customthe residue is purified by column

Sources & evidence

ORD record
ord-685eb668e51d49a7975495cc250f7ef9
Source dataset
uspto-grants-2013_05
Patent number
US08450308B2

Reaction notes

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