34551-20-7

Upstream product

• 2536-91-6 6-methylbenzothiazol-2-ylamine 
• 77-78-1 dimethyl sulfate 
• 2740-93-4 N-methyl-N'-4-methylphenylthiourea 
• 67-56-1 methanol 
• 622-59-3 1-isothiocyanato-4-methylbenzene 
• 13078-28-9 5-(p-tolylamino)-1,2,3,4-thiatriazole 
• 34551-28-5 (4-methyl-4H-[1,2,3,4]thiatriazol-5-ylidene)-p-tolyl-amine 

Downstream Products

• 93689-10-2 methyl-(6-methyl-benzothiazol-2-yl)-cyanamide 
• 93435-91-7 2-benzyl-1-methyl-1-(6-methyl-benzothiazol-2-yl)-isothiourea 
• 90840-30-5 N-Methyl-N-(6-methyl-2-benzothiazolyl)carbamid 

Relevant academic research and scientific papers

N-Methylation of Amines with Methanol in the Presence of Carbonate Salt Catalyzed by a Metal-Ligand Bifunctional Ruthenium Catalyst [(p-cymene)Ru(2,2′-bpyO)(H2O)]

A ruthenium complex [(p-cymene)Ru(2,2′-bpyO)(H2O)] was found to be a general and efficient catalyst for the N-methylation of amines with methanol in the presence of carbonate salt. Moreover, a series of sensitive substituents, such as nitro, ester, cyano, and vinyl groups, were tolerated under present conditions. It was confirmed that OH units in the ligand are crucial for the catalytic activity. Notably, this research exhibited the potential of metal-ligand bifunctional ruthenium catalysts for the hydrogen autotransfer process.

Recyclable covalent triazine framework-supported iridium catalyst for the N-methylation of amines with methanol in the presence of carbonate

An iridium complex Cp*Ir@CTF, which is synthesized by the coordinative immobilization of [Cp*IrCl2]2 on a functionalized covalent triazine framework (CTF), was found to be a general and highly efficient catalyst for the N-methylation of amines with methanol in the presence of carbonate. Under environmentally benign conditions, a variety of desirable products were obtained in high yields with complete selectivities and functional group friendliness. Furthermore, the synthesized catalyst could be recycled by simple filtration without obvious loss of catalytic activity after sixth cycle. Notably, this research exhibited the potential of covalent triazine framework-supported transition metal catalysts for hydrogen autotransfer process.

General and efficient method for direct N-monomethylation of aromatic primary amines with methanol

The direct N-monomethylation of aromatic primary amines, including arylamines, arylsulfonamides and amino-azoles, using methanol as a methylating agent has been accomplished in the presence of a [CpIrCl2]2/NaOH system. From both synthetic and environmental points of view, the reaction is highly attractive because of low catalyst loading, broad substrate scope and excellent selectivities.

Efficient Conversion of Substituted Aryl Thioureas to 2-Aminobenzothiazoles Using Benzyltrimethylammonium Tribromide

The reaction of molecular bromine (Br2) with arylthioureas is known to produce 2-aminobenzothiazoles (Hugerschoff reaction). We show here that benzyltrimethylammonium tribromide (1, PhCH2NMe 3Br3), a stable, crystalline organic ammonium tribromide (OATB), can be readily utilized as an alternative electrophilic bromine source. It is easier to control the stoichiometry of addition with an OATB, which minimizes aromatic bromination caused by excess reagent. We have developed a direct procedure from isothiocyanates and amines using tetrabutylammonium thiocyanate (Bu4NSCN) and PhCH2NMe3Br 3 to afford functionalized 2-aminobenzothiazoles.