Trithion

Mild oxidizing agents such as hydrogen peroxide in acid solutions produce tetrathionates and trithionates (17) ... 

Proton loss from alkyl groups a or 7 to a cationic center in an azolium ring is often easy. The resulting neutral anhydro bases or methides (cf. 381) can sometimes be isolated they react readily with electrophilic reagents to give products which can often lose another proton to give new resonance-stabilized anhydro bases. Thus the trithione methides are anhydro bases derived from 3-alkyl-l,2-dithiolylium salts (382 383) (66AHC(7)39). These... 

Sodium trithionate, Na2Si06, can be made by oxidizing sodium thiosulfate with cooled hydrogen peroxide solution... 

More concentrated alkali yields sulfite Instead of trithionate ... 

Of greater importance is the reaction of unsaturated compounds with sulfur at 200-250°C, which normally leads to l,2-dithiole-3-thiones (trithiones) but especially with 2-aryIsubstituted 2-butenes and 1- aryl- or 2-aryl-1-butenes, thiophenes are obtained in 15-60% Thus p-methoxy-a-ethylstilbene (50) gives 2-phenyl-3-... 

OBIWOM Bis( 1 -methyl-3-isopropylimidazolidine-2,4,5-trithione-S,S )-nickel diiodine... 

Furodithiino[3,4-A5,6-4 ]l,3-dithiole-2-thione 461, a precursor to an interesting TTF derivative, was synthesized in three steps from the l,3-dithiole-2,4,5-trithione oligomer 458 (Scheme 35) <2004JMC2822>. The final cyclization has also been achieved using amberlyst resin in dichloromethane <2003TL1623>. 

There is an enormous literature on thiocarbonyl compounds, due in part to the technical and industrial importance of many of them, including thioamides, thioureas, xanthates, dithiocarbamates and so forth. An excellent, and recent, general review is available.107 There are also specialized reviews germane to the present chapter Griffin, Woods, and Klayman2 discussed the use of thioureas in the synthesis of heterocycles the preparation of thiazoles from thioamides is included in a three-part volume on Thiazoles 108 the use of carbon disulfide in the synthesis of trithiones and related heterocycles has been reviewed by Mayer109 and Huisgen110 has reported numerous examples of 1,3-dipolar cycloadditions in which carbon disulfide was used. 

Diphenylcyclopropene thione (156) was prepared11S-12°) from 3,3-dichloro-1,2-diphenyl cyclopropene (154) by reaction with thioacetic acid, since transformation of the carbonyl function of diphenyl cyclopropenone with P4S10121 was complicated by ring expansion to the trithione 155122 In a useful recent thioketone synthesis123) 156 was obtained directly from diphenyl cyclopropenone in a quantitative yield by simultaneous treatment with HC1 and H2S. 

Rolla, E., and C.L. Chakrabarti, Kinetics of Decomposition of Tetrathionate, Trithionate and Thiosulphate in Alkaline Media, Enrion. Sci. Technol., 16, 852, 1982. 

We will conclude the present section with a further class of metal-dithiolenes, namely [M(R2timdt)2] (R2timdt= 1,3-dialkylimidazoline-2,4,5-trithione monoanion), Scheme 10.84... 

Bottcher, B., u. A. Luttringhaus Uber Trithione I. Liebigs Ann. Chem. 

H. Behringer and E. Meinetsberger, Thiophene derivatives and 1,2-trithiones from l,2-dithiol-3-one /7-toluenesulfonylhydrazones and desaurins. Tetrahedron Lett. 1915 (1973). 

Monomeric l,3-dithiole-2,4,5-trithione, generated in situ from 268 by thermal depolymerization, is believed to be the active species participating in these reactions. Generally, excess 268 is refluxed with the dienophile in aptotic solvent until the dienophile disappears. 

Fig. 9. Molecular diagrams of trithione (A, according to Bergson107 B, HMO, Model A1, C) and benzotrithione (C).16...

Electronic Spectra op Thiapyrones, Dithiones, Trithiones, and Related Compounds15-18-97... 

Endosulfan Anthraquinone Fluoranthene Pyrene Fenitrothion Malathion Dursban Parathion Ruelene Supracide Ethion Trithion Imidan EPN Azinphos-methyl Phosalone... 

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