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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2260551Generated: November 2, 2026

4-Toluenesulfonyl chloride → 2-(6-Methylquinolin-2-yl)benzonitrile

https://huagongshe.com/reaction/2260551

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Toluenesulfonyl chlorideHCID 7397—
Reactant2-(6-Methylquinolin-2-yl)benzamideHCID 22915631—
SolventWaterHCID 962—
Product2-(6-Methylquinolin-2-yl)benzonitrileHCID 2180423945%

Reaction Steps

15 ml of pyridne were added to 2.05 g (7.82 mmol) of 2-(6-methylquinolin-2-yl)benzamide obtained in Reference Example 7 and the mixture was stirred. Then, 1.49 g (7.82 mmol) of p-toluenesulfonyl chloride were added thereto and stirred at room temperature for 2 hours. After further stirring the mixture at 40° C. for 2 hours, the reaction mixture was poured into 30 ml of water and extracted with 50 ml of methylene chloride. The resulting extract was dried over magnesium sulfate followed by filtration. The filtrate was concentrated and the concentrate was subjected to silica gel chromatography using a mixed solvent of hexane and ethyl acetate (7/1) to obtain 0.86 g of 2-(6-methylquinolin-2-yl)benzonitrile.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05478832
Source datasetuspto-grants-1995_12
ORD IDord-e2a7b67cba2d4195af7d7e89da5aa527
Source noteuspto-grants-1995_12