55330-78-4

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InChI:InChI=1/C10H13NS/c1-2-4-10(5-3-1)11-6-8-12-9-7-11/h1-5H,6-9H2

Upstream product

• 5977-99-1 2-(phenylamino)ethanethiol 
• 106-93-4 ethylene dibromide 
• 505-60-2 bis (2-chloroethyl) sulphide 
• 62-53-3 aniline 
• 553-27-5 aniline mustard 
• 17688-68-5 4-Phenyltetrahydro-1,4-thiazine 1,1-dioxide 
• 3590-12-3 N,N-bis(2-p-tolylsulfonyloxyethyl)aniline 
• 120-07-0 2,2'-(phenylimino)bis[ethanol] 
• 123-90-0 Thiomorpholin 
• 591-50-4 iodobenzene 
• 1078-58-6 diphenylzinc 
• 108-90-7 chlorobenzene 
• 66003-76-7 Diphenyliodonium triflate 
• 2045-19-4 N,N-bis(2-bromoethyl)phenylamine 

Downstream Products

• 27913-94-6 4-(thiomorpholin-4-yl)benzaldehyde 
• 90254-20-9 N-(4-bromophenyl)thiomorpholine 
• 102101-82-6 4-(4-Thiomorpholin-4-yl-phenylazo)-benzonitrile 
• 28054-25-3 4-(4-phenylazo-phenyl)-thiomorpholine 
• 102101-83-7 (4-Nitro-phenyl)-(4-thiomorpholin-4-yl-phenyl)-diazene 
• 102101-79-1 (4-Methoxy-phenyl)-(4-thiomorpholin-4-yl-phenyl)-diazene 
• 102101-80-4 (4-Chloro-phenyl)-(4-thiomorpholin-4-yl-phenyl)-diazene 
• 134792-81-7 2,4,6-Trimethyl-benzoic acid 2-phenylsulfanyl-1-(tetrahydro-pyran-2-yl)-ethyl ester 
• 134792-86-2 (2S,3S)-3-Benzyloxy-2-methyl-2-phenylsulfanylmethyl-oxepane 
• 134792-86-2 (2S,3R)-3-Benzyloxy-2-methyl-2-phenylsulfanylmethyl-oxepane 
• 134792-85-1 3-Benzyloxy-2-phenylsulfanyl-oxocane 
• 134792-83-9 (2S,3S)-3-Benzyloxy-2-phenylsulfanylmethyl-oxepane 
• 134792-83-9 (2R,3S)-3-Benzyloxy-2-phenylsulfanylmethyl-oxepane 
• 102101-81-5 (4-Thiomorpholin-4-yl-phenyl)-(4-trifluoromethyl-phenyl)-diazene 

Relevant academic research and scientific papers

Sulfonium as a Surrogate for Ammonium: A New α7 Nicotinic Acetylcholine Receptor Partial Agonist with Desensitizing Activity

Weak partial agonists that promote a desensitized state of the α7 nicotinic acetylcholine receptor (nAChR) have been associated with anti-inflammatory effects. Exemplar compounds feature a tertiary or quaternary ammonium group. We report the synthesis, structure, and electrophysiological evaluation of 1-ethyl-4-phenylthiomorpholin-1-ium triflate, a weak partial agonist with a sulfonium isostere of the ammonium pharmacophore. These results offer new insights in understanding nAChR-ligand interactions and provide a new chemical space to target the α7 nAChR.

Reaction of Nitrogen-Radicals with Organometallics Under Ni-Catalysis: N-Arylations and Amino-Functionalization Cascades

Herein, we report a strategy for the generation of nitrogen-radicals by ground-state single electron transfer with organyl–NiI species. Depending on the philicity of the N-radical, two types of processes have been developed. In the case of nucleophilic aminyl radicals direct N-arylation with aryl organozinc, organoboron, and organosilicon reagents was achieved. In the case of electrophilic amidyl radicals, cascade processes involving intramolecular cyclization, followed by reaction with both aryl and alkyl organometallics have been developed. The N-cyclization–alkylation cascade introduces a novel retrosynthetic disconnection for the assembly of substituted lactams and pyrrolidines with its potential demonstrated in the short total synthesis of four venom alkaloids.

Robust Buchwald-Hartwig amination enabled by ball-milling

An operationally simple mechanochemical method for the Pd catalysed Buchwald-Hartwig amination of arylhalides with secondary amines has been developed using a Pd PEPPSI catalyst system. The system is demonstrated on 30 substrates and applied in the context of a target synthesis. Furthermore, the performance of the reaction under aerobic conditions has been probed under traditional solution and mechanochemical conditions, the observations are discussed herein.

Regiospecific N-Arylation of Aliphatic Amines under Mild and Metal-Free Reaction Conditions

A transition metal-free N-arylation of primary and secondary amines with diaryliodonium salts is presented. Both acyclic and cyclic amines are well tolerated, providing a large set of N-alkyl anilines. The methodology is unprecedented among metal-free methods in terms of amine scope, the ability to transfer both electron-withdrawing and electron-donating aryl groups, and efficient use of resources, as excess substrate or reagents are not required.

Ag+ ion complexation properties of N-phenylpolythiazaalkane derivatives: Synthesis, crystallography, 1H NMR spectroscopy, potentiometry and metal ion recognition properties

A series of N-phenylpolythiazaalkane derivatives; the cyclic derivatives 4-phenyl-1-thia-4-azacyclohexane 1, 7-phenyl-1,4-dithia-7-azacyclononane 2, 10-phenyl-1,4,7-trithia-10-azacyclododecane 3 and 13-phenyl-1 ,4,7,10-tetrathia-13-azacyclopentadecane 4 and acyclic derivatives 6-phenyl-3,9-dithia-6-azaundecane 5 and 9-phenyl-3,6,12,15-tetrathia-9-azaheptadecane 6, have been studied towards complexation with Ag+ ion. Single crystals of two Ag(I) complexes, [Ag(2)2][CF3SO3] and [Ag(4)][CF3SO3] were prepared and their structures were determined in the crystalline state by X-ray diffraction. In [Ag(2)2][CF3SO3], two bidentate 2 ligands, in which two sulfur atoms act as coordination sites, sandwich Ag(I) to give a four-coordinate complex in near tetrahedral geometry. In [Ag(4)], Ag(I) enters into a cavity composed of four sulfur atoms to give a distorted tetrahedral geometry. The changes of the chemical shifts in 1H NMR spectroscopy by the addition of CF3SO3Ag indicate that 1 and 2 exhibit small downfield shifts only for the protons of the thioether moiety, while 3,4,5 and 6 show drastic shifts for all protons. Ag+ ion complexation with N-phenylpolythiazaalkane and polythiaalkane derivatives, which were used for comparison, was studied in acetonitrile solution by potentiometry. Results show that the complex stability is governed primarily by the number of sulfur donor atoms, and the nitrogen atom of the N-phenylpolythiazaalkane derivatives scarcely contributes to the stability of the complexes. The extraction of transition metal ions with N-phenylpolythiazaalkane derivatives was examined and very high Ag+ ion selectivity was observed for most of them. The extraction equilibria of the Ag(I) complexes of N-phenylpolythiazaalkane derivatives were studied and the extraction constants of the extracted complexes determined. Results indicate that the extractability of 1:1 complexes depends on their stability. In liquid membrane transport, all N-phenylpolythiazaalkane derivatives exhibited Ag+ ion selective transportability and the order for the Ag+ ion transport rate was 5 > 2 ≈ 3 > 4 ≈ 6 ? 1.

Synthesis of Piperazines and Thiomorpholines by Ozonolysis of Cyclic Olefins and Reductive N-Alkylation

Ozonized 1-trifluoroacetyl-3-pyrroline (2a) and 3-sulfolene (6) were reduced with sodium cyanoborohydride (1) to afford the dialdehyde, which reacted in situ with the primary amines 3ad in the presence of 1 to give the piperazines 4ad (2160 percent) and the dioxothiomorpholines 7ad (2676 percent).Reduction of 7a and 7c with diisobutylaluminum hydride yielded the thiomorpholines 8a and 8c, respectively.On the other hand, the 9-membered azacrown ethers 10 and 11 were obtained when N,N'-dibenzylethylenediamine (9) was employed.The dioxothiomorpholine derivatives 13 of amino acids were also prepared by the same treatment.

THE EFFECTS OF CYCLIC TERMINAL GROUPS IN 4-AMINOAZOBENZENE AND RELATED AZO DYES. PART 3. ELECTRONIC ABSORPTION SPECTRA OF SOME MONOAZO DYES DERIVED FROM N-PHENYLMORPHOLINE, N-(PHENYL)THIOMORPHOLINE, N-(PHENYL)THIOMORPHOLINE 1,2-DIOXIDE, AND N-ACETYL-N'-PHENYLPIPERAZINE

Monoazo dyes containing a terminal morpholino group absorp hypsochromically in comparison with their piperidino counterparts as a result of electron withdrawal by the oxygen atom.Similar shifts are observed with related dyes possessing other γ-heteroatoms in the donor group.In acid solution, protonation takes place at the β-azo nitrogen atom (azonium tautomer) and at the terminal nitrogen atom (ammonium tautomer) to an extent which depends on the inductive effect of the γ-substituent.