128950-57-2

Usage

Type

Chemical compound

Derivative

Pyridinethione

Use

Synthesis of pharmaceutical compounds

Modification

Addition of a dimethylsilyl group at the 6th position of the pyridinethione molecule

Effect of modification

Adds a bulky and lipophilic component, affecting chemical and biological properties

Function of dimethylsilyl group

Stabilizes and protects functional groups in organic synthesis

Occurrence

Not commonly found in nature, artificially synthesized for research and industrial purposes

Potential applications

Drug development, reagent in organic chemistry reactions

Upstream product

• 2637-34-5 pyridine-2-thione 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 2637-34-5 2-Sulfanylpyridine 

Relevant academic research and scientific papers

Synthesis and characterisation of cobalt(ni), nickel(n), copper(i) and silver(i) complexes of silylated pyridine-2-thione

The electrochemical oxidation of anodic metal (cobalt, nickel, copper and silver) in acetonitrile solutions of the appropriate heterocyclic thione, RMe2SipySH (3-ButMe2SipySH, 3-ThexMe2SipySH, 6-ThexMe2SipySH) gave complexes of general formula [M(RMe2SipyS)] (M = Cu, Ag) and [M(RMe2SipyS)n] (when M = Co, n = 3; M = Ni, n = 2). When the oxidation was repeated in the presence of 2, 2′-bipyridine (bipy), the mixed complexes [M(RMe2SipyS)2(bipy)] were obtained only in the case of M = Ni. The reaction between copper complexes, [M(RMe2SipyS)], and 1, 2-bis(diphenylphosphino)ethane (dppe) and bis(diphenylphosphino)methane (dppm) in acetonitrile yielded [Cu2(RMe2SipyS)2(dppe)3] and [Cu2(RMe2SipyS)2(dppm)2]. The molecular structures of [Cu6(3-ButMe2SipyS)6], 1, [Cu6(6-ThexMe2SipyS)6], 2, and [3-ButMe2SipyS-Spy-3-ButSiMe2], 3, were determined by X-ray diffraction. Compounds 1 and 2 are hexanuclear with the six copper atoms arranged in a distorted octahedral geometry and each copper atom in a distorted trigonal planar [CuS2N] environment, each ligand adopting the N, S-bidentate S-bridging mode. The electronic, vibrational and 1H and 13C NMR spectra of the complexes are discussed and related to the structure. The Royal Society of Chemistry 2000.

Electrochemical synthesis and crystal structure of silver(I) complexes with some heterocyclic thiones

Two silver(I) complexes, [{Ag(SR)}6] [R1SH = 6-(tert-butyldimethylsilyl)pyridine-2-thione 1, R2SH = 3,6-bis(tert-butyldimethylsilyl)pyridine-2-thione 2], have been synthesized by electrochemical oxidation of the metal in an acetonitrile solution of the neutral heterocyclic thiones. The reaction of equimolar amounts of dppm [bis(diphenylphosphino)methane] with complexes 1 and 2 in dichloromethane resulted in the formation of [Ag4Cl4(dppm)2] 3 and the elimination of RSCH2SR. Single-crystal X-ray analyses were performed for compounds 1, 3 and R2SCH2SR2.