2457-37-6

Usage

InChI:InChI=1/C7H4ClNS/c8-6-3-1-2-4-7(6)10-5-9/h1-4H

Upstream product

• 333-20-0 potassium thioacyanate 
• 95-51-2 o-chloroaniline 
• 540-72-7 sodium thiocyanide 
• 7677-24-9 trimethylsilyl cyanide 
• 31121-19-4 bis(2-chlorobenzene)disulfide 
• 139696-88-1 2-chlorophenyl methyl sulfoxide 
• 3425-46-5 potassium selenocyanate 
• 2905-23-9 2-chlorophenylsulfonyl chloride 

Downstream Products

• 34560-81-1 ortho-chlorophenyl n-propyl sulfide 
• 20201-04-1 1,2-bis(2-chloro-4-nitrophenyl)disulfane 
• 34560-82-2 o-chlorophenyl isopropyl sulfide 
• 34126-37-9 ethyl(2-chlorophenyl)sulfane 
• 71203-04-8 2-(2-Chloro-phenylsulfanyl)-1-phenyl-ethanone 
• 408350-99-2 2-chloro-4-nitro-phenyl thiocyanate 
• 89880-52-4 2-chloro-5-nitrophenyl thiocyanate 

Relevant academic research and scientific papers

Temperature-Controlled Chemoselective Synthesis of Thiosulfonates and Thiocyanates: Novel Reactivity of KXCN (X=S, Se) towards Organosulfonyl Chlorides

An efficient chemoselective protocol has been developed for the synthesis of thiosulfonates and thiocyanates by employing cost effective and commercially available organosulfonyl chlorides with potassium thio-/selenocyanate. The strategy offered the thiosulfonates and thiocyanates selectively by tuning the equivalents of KSeCN and optimizing the reaction temperature. On the other hand, thiosulfonates were obtained as sole products when organosulfonyl chlorides were treated with KSCN. Furthermore, the syntheses of diarylthioethers and aryl(heteroaryl) thioethers were carried out as a part of synthetic application of newly prepared arylthiocyanates.

Straightforward Access to Thiocyanates via Dealkylative Cyanation of Sulfoxides

Thiocyanates, versatile building blocks in organic synthesis, are shown to be easily accessible via an interrupted Pummerer reaction of sulfoxides. This facile dealkylative functionalization proceeds under mild conditions through electrophilic activation of the sulfoxide partner. The resulting thiocyanate itself can serve as a handle for diversification in a straightforward one-pot procedure.

Selectfluor-initiated cyanation of disulfides to thiocyanates

A Selectfluor-initiated cyanation of disulfides to thiocyanates has been developed. In this process, Selectfluor was employed as the oxidant and trimethylsilyl cyanide was used as the cyanation reagent. It provides an eco-friendly and simple way to synthesize the thiocyanates.

Improved procedure to aryl thiocyanates: A new synthetic application of dry arenediazonium o-benzenedisulfonimides

Aryl thiocyanates 3 (22 examples) were easily prepared by reaction of dry arenediazonium o-benzenedisulfonimides 1 and sodium thiocyanate (2) in anhydrous acetonitrile at room temperature (20-25 °C) in the presence of copper powder (Procedure A) and at 50 °C or room temperature without the metal catalyst (Procedure B). The yields were from very good to excellent in Procedure A (average yield = 83%), and from modest to excellent in Procedure B (average yield = 63%). In comparison with the thiocyanod-ediazoniation carried out under traditional Sandmeyer-type conditions, the yields of 3 were higher and the isothiocyanate isomers were formed only in traces. Moreover, the results obtained in the absence of copper confirm the role of the anion of salts 1 as an electron transfer agent.