33984-18-8

Basic information

• Product Name: Pyridine, 2-[[(4-methylphenyl)thio]methyl]-
• CAS NO: 33984-18-8
• Molecular Formula: C13H13NS
• Molecular Weight: 215.319
• Mol File: 33984-18-8.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: Pyridine, 2-[[(4-methylphenyl)thio]methyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Pyridine, 2-[[(4-methylphenyl)thio]methyl]-(33984-18-8)
• EPA Substance Registry System: Pyridine, 2-[[(4-methylphenyl)thio]methyl]-(33984-18-8)

Safety Data

• Hazardous Substances Data: 33984-18-8(Hazardous Substances Data)

Upstream product

• 109-06-8 α-picoline 
• 106-45-6 para-thiocresol 
• 931-19-1 2-methylpyridine N-oxide 
• 10299-21-5 2-trifluoroacetoxymethylpyridine 
• 6959-47-3 2-chloromethylpyridine hydrochloride 
• 586-98-1 2-Hydroxymethylpyridine 
• 4377-33-7 2-chloromethylpyridine 
• 911820-09-2 3-[(4-methylphenyl)sulfinyl]propanoic acid tert-butyl ester 

Downstream Products

• 1143571-17-8 [Cu(II)2Cl2(μ-chloro)2(1-methyl-4-(2-pyridylmethylthio)benzene)2] 
• 128916-31-4 (R)-(+)-2-[(4-methylphenyl)sulfinylmethyl]pyridine 
• 58414-96-3 2-pyridylmethyl 4-tolyl sulfone 
• 300395-91-9 C₁₃H₁₃NO₃S 

Relevant articles and documents

Unusual Deoxidative Coupling Reaction of β-Sulfinyl Esters with Benzylic Trimethylammonium Salts

A KOH-promoted unusual deoxidative coupling reaction of β-sulfinyl esters with benzylic trimethylammonium salts to produce thioethers is discovered for the first time. If quaternary ammonium salts synthesized from enantiomerically enriched amines are adopted, highly enantiomerically enriched benzyl thioethers (>95-99% ee) with configurations opposite to those of the enantiomerically enriched amines are obtained.

Preparation method of alkyl sulfide

The invention relates to a preparation method of alkyl sulfide. The method comprises the following steps: under the protection of nitrogen, sequentially adding transition metal, a nitrogen ligand, a cocatalyst, an oxidant, a solvent, alkane and thiophenol or mercaptan into a reaction tube, carrying out oxidative dehydrogenation coupling reaction at 80-150 DEG C, ending the reaction after 6-48 hours, evaporating the solvent to dryness, and carrying out column chromatography separation to obtain the alkyl sulfide compound. The method is simple in synthesis process, mild in reaction condition, high in yield and easy to industrialize.

Metal- and base-free regioselective thiolation of the methyl C(sp3)-H bond in 2-picoline: N -oxides

A one-pot, two-step synthesis of pyridine-2-ylmethyl thioethers is developed through a TFAA-mediated [3,3]-sigmatropic rearrangement of pyridine N-oxides and TBAB-catalyzed direct conversion of trifluoroacetates into thioethers under metal- and base-free conditions. This methodology enables thiolation of the unactivated methyl C(sp3)-H bond in 2-picolines with thiols. Remarkable features of the method include high regioselectivity, step- and atom-economy, mild conditions, simple operation, wide substrate scope and scalability. Furthermore, the method has been successfully applied to the synthesis of omeprazole sulfide and rabeprazole sulfide without the need for TBAB catalysis. A comprehensive green chemistry metrics analysis indicated that this method is much more efficient and greener than the reported synthesis of rabeprazole sulfide.