Hydrochloric Acid → HCID 19922729, compound

HRID 1647381Notes

Reaction equation

HRID 1647381 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:22]=[C:23]([Cl:25])[CH:24]=1)[O:5][C:6]1[C:19]2[C:18](=[O:20])[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[S:11][C:10]=2[CH:9]=[C:8](Cl)[CH:7]=1.[CH2:26]([C:33]#[N:34])[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1.C(=O)([O-])[O-].[K+].[K+].Cl>C1(C)C=CC=CC=1.CS(C)=O>[Cl:1][C:2]1[CH:3]=[C:4]([CH:22]=[C:23]([Cl:25])[CH:24]=1)[O:5][C:6]1[C:19]2[C:18](=[O:20])[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[S:11][C:10]=2[CH:9]=[C:8]([CH:26]([C:33]#[N:34])[C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH:7]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 8794PhenylacetonitrileHCID 11430Potassium CarbonateHCID 19922719HCID 19922719, compound

Product 1

HCID 19922729HCID 19922729, compoundYield 30.1%

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 1140TolueneSolvent

Procedure

2 g (4.9 mmol) of 1-(3',5'-dichlorophenoxy)-3-chlorothioxanthone, 0.86 g of benzyl cyanide, 2.03 g of potassium carbonate and 20 ml of DMSO are stirred at 80° C. for 6 hours. The mixture is discharged into 2N HCl/tetrahydronfuran/toluene, and the organic phase is separated off, dired over sodium sulfate and evaporated. Chromatography on silica gel using methylene chloride gives 0.72 g (30%) of product, melting point 145°-155° C.

Workup

  1. customthe organic phase is separated off, dired over sodium sulfate
  2. customevaporated

Sources & evidence

ORD record
ord-b96e0b8934004803b6ff257f988807a5
Source dataset
uspto-grants-1995_07
Patent number
US05432049

Reaction notes

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