33192-11-9

Upstream product

• 598-49-2 N-chloroacetamide 
• 1147550-11-5 ammonium thiocyanate 
• 64-19-7 acetic acid 
• 108-44-1 1-amino-3-methylbenzene 
• 333-20-0 potassium thioacyanate 

Downstream Products

• 14030-88-7 2,6-dibromo-3-methyl-4-thiocyanato-aniline 
• 858847-02-6 2-bromo-5-methyl-4-thiocyanato-aniline 
• 84998-78-7 acetic acid-(3-methyl-4-thiocyanato-anilide) 
• 25924-77-0 bis-(4-amino-2-methyl-phenyl)-disulfide 
• 23745-22-4 Cyclopropanecarboxylic acid (3-methyl-4-thiocyanato-phenyl)-amide 
• 70611-05-1 4-amino-2-methylphenyl methyl sulphide 

Relevant academic research and scientific papers

Citric acid as a trifunctional organocatalyst for thiocyanation of aromatic and heteroaromatic compounds in aqueous media

A green and simple procedure for the thiocynation of aromatic and heteroaromatic rings in the presence of a catalytic amount of citric acid in water are described. The reactions proceed in high yields, with short reaction times and under mild conditions.

Electrochemical and direct C-H methylthiolation of electron-rich aromatics

The electrochemical-induced C-H methylthiolation of electron-rich aromatics has been accomplished via a three component cross-coupling strategy. Potassium thiocyanate (KSCN) as both the supporting electrolyte and sulfur source and methanol as the methylation reagent are used. This protocol is versatile for various (hetero)aromatic compounds such as aniline, anisole and indole. The reaction proceeds under mild conditions without any metal catalyst, exogenous oxidant and highly toxic sulfur reagent. Importantly, such an electrochemical-induced methylthiolated reaction could be easily scaled up with good efficiency.

Rapid and efficient thiocyanation of phenols, indoles, and anilines in 1,1,1,3,3,3-hexafluoro-2-propanol under ultrasound irradiation

An efficient ultrasound-promoted thiocyanation of phenols, indoles, and anilines in the presence of N-chlorosuccinimide and NH4SCN using 1,1,1,3,3,3-hexafluoro-2-propanol as the solvent has been developed. The major features of the present protocol include the mild reaction conditions, short reaction times, good to excellent yields, and broad substrate scope. Moreover, scale-up synthesis can be achieved and the solvent can be easily recovered and reused.

Copper-Catalyzed Aerobic Oxidative Regioselective Thiocyanation of Aromatics and Heteroaromatics

A copper-catalyzed aerobic oxidative reaction between aromatics or heteroaromatics with KSCN is developed by using O2 as the oxidant. The combination of Cu(OTf)2, N,N,N′,N′-tetramethylethylenediamine (TMEDA) and BF3·Et2O provides an efficient catalytic system, affording substituted thiocyanation products and 2-aminobenzothiazoles in excellent yields. The reaction also possesses a good functional group tolerance for both strong electron-withdrawing and electron-donating groups.

Catalytic Thiourea Promoted Electrophilic Thiocyanation of Indoles and Aromatic Amines with NCS/NH4SCN

A simple and efficient protocol for the electrophilic thiocyanation of indoles and aromatic amines with thiourea/NCS/NH4SCN system has been developed. The major features of the present procedure are the mild conditions, good yields, short reaction times, and the use of inexpensive and readily available organocatalyst. Moreover, N-chlorosuccinimide (NCS) was found to be indispensable, and thiourea could greatly promote the reaction.

Graphene oxide: A promising carbocatalyst for the regioselective thiocyanation of aromatic amines, phenols, anisols and enolizable ketones by hydrogen peroxide/KSCN in water

Graphene oxide (GO), as a heterogeneous carbocatalyst, catalyzes the direct thiocyanation of a variety of arenes including aromatic amines, phenols, anisols and carbonyl compounds that possessing α-hydrogen in the presence of hydrogen peroxide and KSCN in water as a green media. This procedure is chemoselective, avoids the use of precious metals and toxic solvents and has a broad substrate scope. Easy removal from the reaction mixture and recyclability with no loss of activity are the key features of graphene oxide in this catalytic system.

Heterogeneous and catalytic thiocyanation of aromatic compounds in aqueous media

This article describes a highly efficient heterogeneous catalytic thiocyanation of indoles, substituted anilines (electron rich and electron deficient) and N-substituted aromatic amines in water under mild and green conditions. The reaction of substrates

Simple and highly efficient catalytic thiocyanation of aromatic compounds in aqueous media

Two simple, mild, and efficient procedures for the thiocyanation of N-heterocycles, substituted anilines (electron-rich and electron-deficient), and N-substituted aromatic amines at room temperature are reported (Table3). The first uses H2Osub

Silica-bonded vanadic acid [SiO2-VO(OH)2] as a heterogeneous and recyclable catalyst for thiocyanation of organic compounds in aqueous media at room temperature

Silica vanadic acid (in which vanadium oxytrichloride has been supported on silica) is applied as an efficient, reusable and heterogeneous catalyst for the thiocyanation of heterocycles, substituted anilines (electron-rich and electron-deficient) and N-su

Mn(OAc)3-promoted regioselective free radical thiocyanation of indoles and anilines

Mn(OAc)3-promoted free radical thiocyanations of indoles and arylamines are introduced. Reactions performed under mild conditions give regioselective products in good to excellent yields.