5977-80-0

Upstream product

• 59937-85-8 p-Methylthiobenzoyl-phenyl-disulfid 
• 124-41-4 sodium methylate 
• 60410-77-7 bis(4-methylbenzenethiocarbonyl) sulphide 
• 683-60-3 sodium isopropylate 
• 97270-52-5 4-(methyl)thiobenzoyl diphenylthiophosphinoyl sulfide 
• 120449-42-5 Se-phenyl 4-methylbenzenecarboselenothioate 
• 865-33-8 potassium methanolate 
• 107092-31-9 2-(4-nitrophenyl)vinyl 4-methylbezenecarbonditioate 
• 36127-91-0 <(metoxycarbonyl)(4-methylphenylsulfinyl)methylene>triphenylphosphorane 
• 3335-25-9 4-methylthiobenzoyl chloride 
• 42967-76-0 piperidinium 4-methylbenzenecarbodithiolate 
• 99-75-2 4-methyl-benzoic acid methyl ester 
• 67-56-1 methanol 
• 922178-11-8 In(C₆H₄CH₃CS₂)3 

Downstream Products

• 1035868-62-2 C₁₈H₁₅NO₂S 
• 127918-30-3 ethyl 5-(p-tolyl)thiazole-4-carboxylate 

Relevant academic research and scientific papers

Group 13 metal carbochalcogenoato complexes: Synthesis, X-ray structure analysis, and reactions

A series of alkali metal tetrakis(carbochalcogenoato)-gallates and -indates M[M′(EOCR)4](solv.) (M?=?alkali metal; M′?=?Ga, In; E?=?S, Se) and tris(carbodithioato)aluminum, -gallates and -indates M′ (SSCR)3 (M′?=?Al, Ga, In) were prepared by the reactions of alkali metal carbochalcogenate with metal trihalogenides (M′X3; M′?=?Al, Ga, In; X?=?Cl, Br) and by those of piperidinium carbodithioates or carbodithioic and carboselenoic acids with M′X3, respectively. An X-ray molecular structure analysis revealed that they have an acetone molecule as a crystal solvent. The reactions of the potassium complexes K[M′ (EOCR)4](H2O) (E?=?S, Se) with methanol and primary and secondary amines gave the corresponding methyl ester and amides in good yields, while the reactions with iodomethane and iodine gave S- and Se-methyl chalcogenoesters RCOEMe (E?=?S, Se) in good yields. Similar reactions of the tris(carbodithioato)gallates and -indates led to the corresponding O-methyl thioesters, thioamides, and S-methyl dithioesters in moderate to good yields. Oxidation of the tetrakis- and tris-derivatives with iodine afforded the corresponding diacyl dichalcogenides (RCOE)2 (E?=?S, Se) and di(carbothioyl) disulfides in quantitative yields. These reactions appeared to occur on the carbonyl or selenium atom of the tetrakis compounds and on the sulfide sulfur or thiocarbonyl carbon atom of the tris-compounds, respectively. A possible mechanism for these I2-oxidation reactions is discussed.

P4S10/dimethicone tandem: Efficient reagent for thionation of various aromatic amides and esters

Organosulfur compounds are valuable because of their rich and varied chemistry especially in biological field. We report a new and efficient way for thionation of various aromatic amides and esters using P4S 10/ dimethicone tandem. The ease of handling and higher yield makes this protocol economical.

2,4-Disubstituted-5-acetoxythiazoles: useful intermediates for the synthesis of thiazolones and 2,4,5-trisubstituted thiazoles

A variety of 2,4-disubstituted-5-acetoxythiazoles were prepared from the substituted methyl benzoates in good to moderate yields using a three-step sequence: (1) ester to thionoester conversion, (2) coupling with an amino acid, and (3) acetic anhydride me

Flash vacuum pyrolysis of stabilised phosphorus ylides. Part 15. Generation of alkoxycarbonyl(sulfenyl)carbenes and their intramolecular insertion to give alkenyl sulfides

A range of 18 alkoxycarbonyl sulfinyl phosphorus ylides 9 have been prepared and their behaviour upon flash vacuum pyrolysis (FVP) at 600 deg C examined. For R1 = H, Me and Et they lose Ph3PO and in some cases Ph3P to give mixtures of products including the alkenyl sulfides 10, the sulfides 11, the disulfides 12 and the thioesters 14. The alkenyl sulfides 10 most likely arise from intramolecular insertion of the alkoxycarbonyl sulfenyl carbenes resulting from loss off Ph3PO to produce β-lactones which then lose CO2 and this is supported by the results from 13C labelled ylides. Possible mechanisms for the formation of 11 and 14 are also presented and the feasibility of various steps has been examined by preparation and pyrolysis of the proposed intermediates. In contrast, pyrolysis of the ylides 9 where R1 = Ph and the tert-butoxycarbonyl ylides 30 leads mainly to complete fragmentation with loss of Ph3PO and benzyl alcohol or 2-methylpropan-2-ol and does not give any useful sulfur-containing products. Four alkoxy-carbonyl sulfonyl diazo compounds 33 have been prepared and in three cases they give the alkenyl sulfones 34 upon FVP at 400 deg C, probably by an intramolecular insertion and decarboxylation process analogous to the formation of 10 from 9. On the other hand the alkoxycarbonyl carbenes produced by FVP of the amino acid-derived diazo compounds 35 undergo alternative proocesses with no sign of β-lactone formation. Fully assigned 13C NMR data are presented for 13 of the ylides.

Carbophilic reactions of amines or methanol with thioaldehyde-S-oxides

Correspondence and reprints Reaction of primary aliphatic amines with 7-ethylenic thioaldehyde-S-oxides la,b affords the corresponding imines 2a,b via a carbophilic addition of amine. When treated with sodium methoxide (1 equiv) and an excess of a primary amine, some methyl sulfinates 3 or 6, bearing a benzylic or allylic chain on the sulfur, are converted into imines 4 or 7. Treatment of the methyl sulfinates 3 with methoxide anion in THF or methanol generally affords a mixture of aldehydes 9, the corresponding dimethylacetals 14, a,a'-dimethoxydisulfides 10, esters 11, thionoesters 12 and methyl a-methoxysulfinates 15, whose ratios depend on the conditions. The formation of these compounds is best explained by a deprotonationelimination of the methyl sulfinates into the corresponding thioaldehyde-S-oxides; which then undergo a carbophilic addition of methoxide anion or methanol. Several possible reaction paths from the so-formed a-methoxysulfenate anions IX are discussed for their conversion into the final compounds. unsaturated sulfinic ester / elimination / thioaldehyde-S-oxide / imine / aldehyde / a,a -dimethoxydisulflde / thionoester / methyl u-methoxysulflnate Eisevier,.

Se-Aryl Alkane- or Arenecarboselenothioates: Synthesis and Some Reactions

A series of Se-aryl carboselenothioates 3 (RCSSeAr, R=alkyl, aryl) were synthesized and characterized from the reaction of bis(thioacyl) sulfides 1 with sodium areneselenolates.The thionselenolesters 3 are stable (liquid or crystals) both thermally and to moisture.Reactions of 3 with aliphatic primary and secondary amines gave the corresponding ammonium carbodithioates 8 together with diphenyl diselenide 7.In contrast, treatment with aromatic amines or sodium alcoholates afforded the corresponding thioamides or O-alkyl or O-aryl thionoesters in good yields.The oxidation of 3 with m-chloroperbenzoic acid gave the corresponding sulfides 12 and acyl arylseleno sulfides 13 which are formed by a rearrangement of the ArSe group to the thiocarbonyl sulfur atom.

New Synthesis and Some Reactions of Vinyl Arenecarbodithioates. Wittig Reaction of (Triphenylphosphonio)methyl Arenecarbodithioate Iodides

Wittig reaction of new phosphonium salts, (triphenylphosphonio)methyl arenecarbodithioate iodides, with variety of aldehydes gave the corresponding vinyl dithiocarboxylate with nucleophiles such as potassium alkoxide or alkanethiolate was investigated and found to give the thioacylated products in high yields.Ab initio molecular orbital calculations of the model compound vinyl dithioformate, are also discussed.

Preparation and Some Reactions of Thioacyl Diphenylthiophosphinoyl and Thioacyl Diphenylphosphino Sulfides

The reaction of sodium or caesium dithiocarboxylates with diphenylthiophosphinic and diphenylselenophosphinic chlorides gives purple thioacyl diphenylthiophosphinoyl 5 and dark green thioacyl diphenylselenophosphinoyl sulfides 6, which are useful thioacylating reagents under mild reaction conditions.Thioacyl diphenylphosphino sulfides 22, which can be obtained by the similar method using diphenylphosphinous chlorides, react with methanol to yield the corresponding methyl dithiocarboxylates 15, while the reactions of 22 with N-chlorosuccinimide lead to hitherto unknown N-(thioacetylthio)succinimides 28.

Preparation and Some Reactions of Bis(thioacyl) Sulfides

Reaction of dithioic acids with dicyclohexylcarbodiimide has been found to give the corresponding bis(thioacyl) sulfides 1 in good yield, which are very useful thioacylating reagents under mild reaction conditions.Most of the aromatic thioanhydrides (1, R = aromatic) are fairly stable green crystals at room temperature, but the aliphatic ones (1, R = aliphatic) are unstable purple oils which dimerize at room temperature to give the dithietanes 5.The reactions with nucleophiles are discussed.