6361-95-1

Usage

Physical state

White solid

Molecular weight

297.366 g/mol

Common uses

Reagent in organic synthesis, catalyst in various organic reactions, starting material for the synthesis of pharmacologically active compounds

Unique properties

Unique structure and reactivity that make it a valuable tool for researchers and chemical manufacturers in the field of organic chemistry.

InChI:InChI=1/C14H14N2O2S2/c1-11-7-9-13(10-8-11)20(17,18)16-14(19)15-12-5-3-2-4-6-12/h2-10H,1H3,(H2,15,16,19)

Upstream product

• 18418-42-3 phenyl-dithiocarbamic acid; sodium salt 
• 103-72-0 phenyl isothiocyanate 
• 70-55-3 toluene-4-sulfonamide 

Downstream Products

• 65739-37-9 N-(3-phenyl-[1,3]thiazetidin-2-ylidene)-toluene-4-sulfonamide 
• 86312-10-9 3-phenyl-4-tosylimino-1,3-thiazetidine-2-thione 
• 43049-97-4 Sodium; phenylamino-[(E)-toluene-4-sulfonylimino]-methanethiolate 
• 86312-14-3 4-Methyl-N-[4-phenyl-5-thioxo-[1,2,4]dithiazolidin-(3Z)-ylidene]-benzenesulfonamide 
• 86312-13-2 N-[5-[(Z)-tert-Butylimino]-3-phenyl-4-thioxo-thiazolidin-(2Z)-ylidene]-4-methyl-benzenesulfonamide 
• 86312-12-1 N-[6-Diethylamino-5-methyl-3-phenyl-4-thioxo-3,4-dihydro-[1,3]thiazin-(2Z)-ylidene]-4-methyl-benzenesulfonamide 
• 86312-11-0 2-(p-nitrophenylimino)-3-phenyl-4-tosylimino-1,3-thiazetidine 
• 89550-33-4 N-4<(D-galacto-1,2,3,4,5-Pentakisacetoxypentyl)-3-phenyl-4-hydroxy-thiazolidin-2-yliden>-p-tolylsulfonamid 
• 89550-26-5 N-4<(D-galacto-1,2,3,4,5-Pentakisacetoxypentyl)-3-phenyl-Δ⁴-thiazolin-2-yliden>-p-tolylsulfonamid 
• 89550-30-1 N-4<(D-galacto-1,2,3,4,5-Pentahydroxypentyl)-3-phenyl-Δ⁴-thiazolin-2-yliden>-p-tolylsulfonamid 
• 6171-04-6 3-phenyl-4-tosylimino-1,3-thiazetidine-2-one 

Relevant academic research and scientific papers

The coordination chemistry of sulfonyl-substituted thioureas towards the d8 metal centres platinum(II), palladium(II), nickel(II) and gold(III)

Reactions of the complexes cis-[PtCl2(PPh3)2], [PtCl2(dppp)] (dppp = Ph2P(CH2)3PPh2), [MCl2(dppe)] (dppe = Ph2P(CH2)2PPh2, M = Ni, Pd), [PdCl2(bipy)] (bipy = 2,2′-bipyridine) and [AuCl2(bp)] (bp = cyclometallated 2-benzylpyridine) with p-TolSO2NHC(S)NHPh and Et3N in refluxing methanol gave a series of new thiourea complexes containing the ligand bound as a dianion through the S and the NPh groups. The related thioureas RSO2NHC(S)NHPh (R = Me, Et) and p-TolSO2NHC(S)NHCH2CH=CH2 were also reacted with cis-[PtCl2(PPh3)2] to form the corresponding complexes [Pt{RSO2NC(S)NPh}(PPh3)2] and [Pt{TolSO2NC(S)NCH2CH=CH2}(PPh3)2] respectively. X-ray structure determinations were carried out on the thiourea MeSO2NHC(S)NHPh and its platinum complex [Pt{MeSO2NC(S)NPh}(PPh3)2], as well as [Pt{TolSO2NC(S)NPh}(PPh3)2]. Both complexes form the distal isomer with a remote NSO2R group, and no evidence was observed for isomerisation of these platinum complexes in solution. The palladium complexes [Pd{TolSO2NC(S)NPh}L2] [L2 = Ph2PCH2CH2PPh2 (dppe), or 2,2′-bipyridine (bipy)] undergo decomposition in solution to form the sulfide-bridged aggregates [Pd3S2(L2)3]2+, identified by ESI MS and 31P NMR.

Mechanosynthesis of pharmaceutically relevant sulfonyl-(thio)ureas

We demonstrate the first application of mechanochemistry to conduct the synthesis of sulfonyl-(thio)ureas, including known anti-diabetic drugs tolbutamide, chlorpropamide and glibenclamide, in good to excellent isolated yields by either stoichiometric base-assisted or copper-catalysed coupling of sulfonamides and iso(thio)cyanates. the Partner Organisations 2014.

The aqueous-phase synthesis of sulfonylthioureas and a study of their properties as anion receptors

A series of mono- or bis-sulfonylthioureas has been synthesized via nucleophilic substitution of potassium sulfonamides and sodium dithiocarbamate in water under mild conditions, and their properties as anion receptors in the absence and presence of K+ have been investigated by 1H NMR spectroscopy. It was found that calix[4]crown-5 derivative 10 shows much higher selective complexation capability with H2PO4 - in the presence of K+ than in the absence of K +, which indicates the physical dimension of K+ and H 2PO4-, respectively, matched the corresponding cavity of the host compound. ARKAT-USA, Inc.