14730-25-7

Usage

Synthesis Reference(s)

Tetrahedron Letters, 23, p. 5453, 1982 DOI: 10.1016/0040-4039(82)80155-X

Upstream product

• 594-42-3 chlorothio-trichloro-methane 
• 2227-79-4 benzenecarbothioamide 

Downstream Products

• 15965-46-5 3,8-diphenyl-1-oxa-4,6,9-trithia-2,7-diaza-spiro[4.4]nona-2,7-diene 
• 14730-26-8 5-phenyl-1,3,4-dithiazol-2-one 
• 35222-86-7 2,4-diphenyl-Δ²-1,2,4-thiadiazoline-5-thione 
• 100-47-0 benzonitrile 
• 34241-53-7 3,3',5,5'-tetraphenyl-2(3H),2'(3'H)-spirobi-1,3,4-thiadiazole 
• 98711-41-2 3-ethoxycarbonyl-1,4,2-dithiazole-5-thione 
• 98531-95-4 5-ethoxycarbonylimino-3-phenyl-1,4,2-dithiazole 
• 104-85-8 para-methylbenzonitrile 
• 27545-53-5 3-phenyl-isothiazole-4,5-dicarboxylic acid dimethyl ester 
• 117804-89-4 2,2-Dimethyl-5-(3-phenyl-[1,4,2]dithiazol-5-ylidene)-[1,3]dioxane-4,6-dione 

Relevant academic research and scientific papers

Dithiazoles and Related Compounds. Part 4. Preparation of 1,4,2-Dithiazolium Salts unsubstituted at C-5 including the Parent Heterocycle, NMR Spectroscopic Evidence for Aromaticity, and some Novel Reactions

The reaction of 1-(1,4,2-dithiazol-5-ylidene)piperidinium salt 1 and 5-methylthio-1,4,2-dithiazolium salt 5 with sodium borohydride yields 5-piperidino- and 5-methylthio-1,4,2-dithiazoles 2 and 6, which may be solvolysed with perchloric acid in acetic anh

Cycloaddition Reaction of 1,4,2-Dithiazole-5-thiones

1,4,2-Dithiazole-5-thiones can act either as the 2-atom or the 3-atom component in 2+3-cycloadditions.Benzonitrile N-phenylimine, generated in situ by dehydrochlorination of N-phenylbenzohydrazonoyl chloride, reacts at the exocyclic C=S double bond forming the thiadiazolethione (17) and the spiro compound (18) by collapse of the initial cycloadduct (19) and further 1,3-dipolar cycloaddition.The corresponding reaction with ethyl azidoformate yields a 5-ethoxycarbonylimino-1,4,2-dithiazole.On treatment-with dimethyl acetylenedicarboxylate and ethylcyanoformate the dithiazolethione itself acts as a 1,3-dipole forming 1,3-dithiole and 1,4,2-dithiazolethiones with expulsion of a nitrile fragment.

THE THERMAL FRAGMENTATION OF 1,3,4-DITHIAZOL-2-ONES

Thermal expulsion of carbon oxysulphide from 1,3,4-dithiazol-2-ones in the presence of DMAD affords nitrile sulphide-derived dimethyl isothiazole-4,5-dicarboxylates.