Acetonitrile → HCID 19378814, compound

HRID 232099Notes

Reaction equation

HRID 232099 reaction equation
[Cl:1][C:2]1[CH:21]=[C:20]([O:22][CH3:23])[CH:19]=[CH:18][C:3]=1[O:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10]SC1SCC(=O)N=1.C(#N)C.[NH:27]1[CH:31]=[N:30][CH:29]=[N:28]1.C(=O)([O-])[O-].[Cs+].[Cs+]>C(Cl)Cl.O>[Cl:1][C:2]1[CH:21]=[C:20]([O:22][CH3:23])[CH:19]=[CH:18][C:3]=1[O:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][N:27]1[CH:31]=[N:30][CH:29]=[N:28]1

Participants

7

Reactant 4

HCID 6342AcetonitrileHCID 92571H-1,2,4-TriazoleHCID 10796Cesium carbonateHCID 189218352-{[6-(2-Chloro-4-methoxyphenoxy)hexyl]thio}-4,5-dihydrothiazol-4-one

Product 1

HCID 19378814HCID 19378814, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent

Procedure

Stir overnight at room temperature, 300 mg. of the iodide prepared in Examples 2 and 3, 3 ml. acetonitrile, 225 mg. 1,2,4-triazole and 274 mg. cesium carbonate in a reaction flask. Work up the reaction mixture in methylene chloride with a water wash and elute on a silica column with methylene chloride and ethylacetate to recover the title compound.

Workup

  1. washwash
  2. washelute on a silica column with methylene chloride and ethylacetate
  3. customto recover the title compound

Sources & evidence

ORD record
ord-e55649dd65b84e7f9de722c20bd74735
Source dataset
uspto-grants-1989_07
Patent number
US04851423

Reaction notes

Loading…