16671-77-5

Upstream product

• 16278-29-8 3-nitrobenzenediazonium 
• 333-20-0 potassium thioacyanate 
• 54029-45-7 2-nitro-4-thiocyanoaniline 
• 540-72-7 sodium thiocyanide 
• 74863-99-3 C₃₁H₂₃N₂O₂⁽¹⁺⁾*CNS^(1-) 
• 3321-94-6 N-(4-thiocyanatophenyl)acetamide 
• 7677-24-9 trimethylsilyl cyanide 
• 132016-29-6 methyl 3-nitrophenyl sulfoxide 
• 537-91-7 bis(3-nitrophenyl) disulfide 
• 13331-27-6 m-nitrobenzene boronic acid 
• 75-52-5 nitromethane 
• 99-09-2 3-nitro-aniline 
• 586-36-7 3-nitrophenyldiazonium tetrafluoroborate 
• 78-67-1 2,2'-azobis(isobutyronitrile) 

Downstream Products

• 34126-43-7 ethyl 3-nitrophenylthioether 
• 22948-02-3 3-aminothiophenol 
• 370-47-8 (3-nitrophenyl)(trifluoromethyl)sulfane 
• 90109-81-2 (3-nitro-phenyl)-trichloromethyl sulfide 
• 369-68-6 3-(trifluoromethylthio)aniline 
• 24933-39-9 (difluoromethyl)(3-nitrophenyl)thioether 
• 2976-31-0 1-(ethylsulfonyl)-3-nitrobenzene 
• 80213-20-3 1-nitro-3-(propane-2-sulfonyl)benzene 
• 24906-87-4 <3-Amino-phenyl>-difluormethyl-sulfoxid 
• 24933-59-3 3-Difluormethylmercapto-anilin 
• 24933-66-2 1-((difluoromethyl)sulfinyl)-3-nitrobenzene 
• 13118-31-5 dimethyl-(3-nitro-phenyl)-sulfonium ; methyl sulfate 
• 107518-44-5 (3-methylsulfanyl-phenyl)-phenyl-diazene 
• 857586-50-6 bis-(3-methylsulfanyl-phenyl)-diazene-N-oxide 

Relevant academic research and scientific papers

Nitromethane as a cyanating reagent for the synthesis of thiocyanates

Nitromethane has been developed to be an effective cyanating reagent for the synthesis of thiocyanates. In the presence of iodine and base, a wide range of disulfides were reacted with nitromethane smoothly to give diverse thiocyanates in moderate to good yields.

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.

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.

Transition-metal-free synthesis of thiocyanato- or nitro-arenes through diaryliodonium salts

A transition-metal-free approach to facile synthesis of thiocyanato- and nitro-arenes was developed from KSCN (potassiumthiocyanate) or NaNO2with diaryliodonium salts in good yields under mild conditions. The reaction was compatible with a variety of sensitive functional substituents such as halides and nitro and ester groups. The usefulness of arylation products has been realized. (Formula Present).

Synthesis of difluoromethyl thioethers from difluoromethyl trimethylsilane and organothiocyanates generated in situ

A copper-CF2H complex generated in situ from copper thiocyanate and TMS-CF2H smoothly converts organothiocyanates into valuable difluoromethyl thioethers. This reaction step can be combined with several thiocyanation methods to one-pot protocols, allowing late-stage difluoromethylthiolations of widely available alkyl halides and arenediazonium salts. This strategy enables the introduction of difluoromethylthio groups - a largely unexplored substituent with highly promising properties - into drug-like molecules. A copper-CF2H complex generated in situ from copper thiocyanate and TMS-CF2H smoothly converts organothiocyanates into valuable difluoromethyl thioethers. This reaction step can be combined with several thiocyanation methods to one-pot protocols, allowing late-stage difluoromethylthiolations of widely available alkyl halides and arenediazonium salts.

Copper-catalyzed cyanation of disulfides by azobisisobutyronitrile leading to thiocyanates

The copper-catalyzed cyanation of disulfides by azobisisobutyronitrile (AIBN) was developed, leading to thiocyanates in moderate to good yields. This procedure tolerates a series of functional groups, such as chloro, nitro, methyl and methoxycarbonyl in the phenyl ring of disulfides. Notably, it enables the use of two ArS units in (ArS)2. CuI was found to be essential for the in situ formation of cyanide anions. This journal is

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.

Heterocycles in Organic Synthesis. Part 36. An Alternative to the Gattermann Reaction for the Conversion of Anilines into Thiocyanates

5,6-Dihydro-2,4-diphenylnaphthopyrylium thiocyanate is prepared in high yield.It reacts with primary arylamines to yield the corresponding fused pyridinium thiocyanates which when pyrolysed with a KNCS-NaCNS eutectic at ca. 220 deg C give the aryl thiocyanates in yields averaging 80percent.