21735-15-9

Basic information

• Product Name: 3-(Methylthio)-5-chloro-1,2,4-thiadiazole
• Synonyms: 3-(Methylthio)-5-chloro-1,2,4-thiadiazole;5-Chloro-3-(methylthio)-1,2,4-thiadiazole;5-Chloro-3-methylmercapto-1,2,4-thiadiazole
• CAS NO: 21735-15-9
• Molecular Formula: C₃H₃ClN₂S₂
• Molecular Weight: 166.65
• Mol File: 21735-15-9.mol
• Article Data: 3

Chemical Properties

• Melting Point: 30 °C
• Boiling Point: 98 °C(Press: 17 Torr)
• Appearance: /
• Density: 1.55±0.1 g/cm3(Predicted)
• PKA: -1.34±0.10(Predicted)
• CAS DataBase Reference: 3-(Methylthio)-5-chloro-1,2,4-thiadiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(Methylthio)-5-chloro-1,2,4-thiadiazole(21735-15-9)
• EPA Substance Registry System: 3-(Methylthio)-5-chloro-1,2,4-thiadiazole(21735-15-9)

Safety Data

• Hazardous Substances Data: 21735-15-9(Hazardous Substances Data)

Upstream product

• 867-44-7 S-Methylisothiourea sulfate 
• 594-42-3 chlorothio-trichloro-methane 
• 53114-57-1 S-methylisothiourea hydrochloride 
• 75-70-7 trichloromethyl mercaptan 
• 14527-26-5 2-methylisothiourea sulphate 

Downstream Products

• 103274-36-8 benzyl-(methylsulfanyl-[1,2,4]thiadiazol-5-yl)-amine 
• 20069-40-3 3-methylsulfanyl-4H-[1,2,4]thiadiazole-5-thione 
• 90323-32-3 3-methylsulfanyl-5-(4-nitro-benzenesulfonyl)-[1,2,4]thiadiazole 
• 21808-22-0 N-[4-(3-methylsulfanyl-[1,2,4]thiadiazole-5-sulfonyl)-phenyl]-acetamide 
• 35746-48-6 cyclohexyl-(3-methylsulfanyl-[1,2,4]thiadiazol-5-yl)-amine 
• 21744-97-8 (3-methylsulfanyl-[1,2,4]thiadiazol-5-yl)-(4-nitro-phenyl)-amine 
• 35746-47-5 3-(methylthio)-N-phenyl-1,2,4-thiadiazol-5-amine 
• 90535-70-9 3-methylsulfanyl-5-(N'-phenyl-hydrazino)-[1,2,4]thiadiazole 
• 38362-24-2 1-Methyl-1-(3-methylthio-1,2,4-thiadiazol-5-yl)hydrazin 
• 90417-49-5 5-benzenesulfonyl-3-methylsulfanyl-[1,2,4]thiadiazole 
• 91141-63-8 4-acetylamino-N-(3-methylsulfanyl-[1,2,4]thiadiazol-5-yl)-benzenesulfonamide 
• 173161-36-9 3-methylsulphinyl-5-chloro-1,2,4-thiadiazole 
• 88982-72-3 5-chloro-3-methanesulfonyl-[1,2,4]thiadiazole 
• 699003-76-4 5-(3-methylcyclohexyl)-3-methylthio-1,2,4-thiadiazole 

Relevant articles and documents

Investigations on organo-sulfur-nitrogen rings and the thiocyanogen polymer, (SCN)x

The synthesis and full characterisation of a series of 1,2,4-thiadiazoles is reported. (SCN)x has been studied by a variety of techniques and the data compared with 1,2,4-thiadiazole and 1,2,4-dithiazoles. The observed data suggest that the polymer consists of 1,2,4-dithiazole rings linked by nitrogen atoms. For (SCN)x, the MALDI-TOF mass spectroscopy showed a parent ion at 1149 and a series of peaks with (SCN)2 repeat units (116 m/z); this result implies that (SCN)2 may be the monomer unit of the polymer. Its IR spectrum shows a very broad peak with maximum at 1134 cm-1 consisting of several overlapping peaks in the same region as ring vibrations for 1,2,4-thiadiazole and 1,2,4-dithiazole compounds. Peaks in the Raman spectrum in the range 400-480 cm-1 support the presence of disulfide units within the polymer. The solid-state 13C NMR (99% 13C-labelled) spectrum is dominated by two singlets of equal intensity at approximately 187 and 184 ppm with low intensity peaks in the range 152-172 ppm, in approximately the same range as both 1,2,4-thiadiazoles and 1,2,4-dithiazoles. The solid-state 15N NMR (99% 15N labelled) spectrum displays two major peaks of similar intensity at 236.9 and 197.2 ppm, which are clearly very different environments to those observed in bis(3-bromo-1,2,4-thiadiazol-5-yl) disulfide, but similar to 1,2,4-dithiazoles. The X-ray structures of seven C-S-N systems are reported. Preliminary studies on (SeCN)x suggest that literature references to this polymer may be in error with the red solid actually being red selenium.

5-chloro-3-methylthio-1,2,4-thiadiazol-2-ium chlorides as useful synthetic precursors to a variety of 6aλ4-thiapentalene systems

Title salts 3 were easily obtained by treatment of formimidoyl isothiocyanates 1 with a twofold excess of methanesulfenyl chloride. They showed interesting chemical behavior toward several nitrogen and carbon nucleophiles. Substitution reactions with isot