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Toluenesulfonyl radical, widely used to block amino groups in the course of organic syntheses of drugs and other biologically active compounds.
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In the second step the tosyl chloride was reacted with substituted benzimidazoles in basic conditions to afford the title N-tosyl benzimidazoles (4a-e).
N-tosyl benzimidazoles (4a-e) were synthesized by reacting 2-alkyl substituted-benzimidazoles with tosyl chloride in 10% sodium hydroxide and acetone solution according to the methods reported earlier [27-28].
Tosyl chloride (TosCl) was divided into two parts, and the first 0.02885 mol of TosCl dissolved in 30 mL of THF was added dropwise within 1 h, and another 0.06688 mol of TosCl (total 0.09573 mol) dissolved in 25 mL of THF was added within another 1 h also dropwise with intensive stirring.
Thymine, adenine, citric acid, potassium hydroxide, dichloromethane, diethyl ether, triethylamine, [alpha]-cyclodextrin, dimethylformamide, tosyl chloride, and fluorescein were purchased from Merck (Germany).
Briefly PEG (5 g, 5 mmol) was dissolved in 30 mL triethylamine and then tosyl chloride (2.5 g, 13.5 mmol) dissolved in 15 mL dichloromethane was added to this solution dropwise.
[beta]-Cyclodextrin ([beta]-CD, AR) and p-toluenesulfonyl chloride (tosyl chloride, CR) were purified by recrystallization from water and petroleum ether, respectively.
The 1,3Benzodioxol5 amine (1) was treated with tosyl chloride (2) in water under mild basic conditions to yield the molecule, N(1,3Benzodioxol5yl)4methylbenzenesulfonamide (3).
Keywords: 1,3Benzodioxol5amine, antibacterial activity, sulfonamides, tosyl chloride, 1H-NMR, IR, EIMS.