3,5-DICHLORO-4'-(THIOMETHYL)BENZOPHENONE synthesis

Yield: 85%

Reaction Conditions:

with aluminum (III) chloride in 1,2-dichloro-ethane at -5 - 20;

Steps:

9.1 Synthesis of 3',5'-dichloro-4-mercapto benzophenone
Example 9
Synthesis of 3',5'-dichloro-4-mercapto benzophenone
1 Synthesis of 3',5'-dichloro-4-methylthio benzophenone
200 ml dichloroethane and 32 g aluminium trichloride are added into a 500 ml three-neck flask, the solution is cooled to 0° C., and 25 g thioanisole is added into the solution.
A mixture of 46.1 g 3,5-dichloro benzoyl chloride and 20 ml dichloroethane is dropped into the solution while controlling the dropping temperature between 0˜-5° C.
The reaction solution is heated to room temperature, and is being stirred over night.
Then the reaction solution is acidolyzed and washed with water, and the organic phase is concentrated, after cooling, yellow-green crystals precipitate.
Filtering to obtain 50.87 g yellow-green needle-like crystals, and the purity is 98.4%, the yield is 85%, and the melting point is 108˜109° C. ¹H-NMR data (solvent CDCl₃): δ2.552 ppm, s, 3H, δ7.298, 7.326 ppm, d, 2H, δ7.562 ppm, s, 1H; δ7.610 ppm, s, 2H, 7.704, 7.732 ppm, d, 2H.

References:

Insight High Technology (Beijing) Co. Ltd.;ZHAO, Wenchao;MA, Zhongli;LI, Jiaqi;YAO, Lixiu;ZHANG, Jue;HU, Weijing;LI, Jing;WANG, Yonglin US2013/150479, 2013, A1 Location in patent:Paragraph 0088; 0089