15865-94-8

Upstream product

• 4091-39-8 3-chloro-2-butanone 
• 103-85-5 monophenylthiourea 
• 142-04-1 aniline hydrochloride 
• 62-53-3 aniline 
• 57308-65-3 3-thiocyanobutan-2-one 
• 71-43-2 benzene 
• 78-93-3 butanone 
• 56355-41-0 2-chloro-4,5-dimethyl-1,3-thiazole 
• 43009-16-1 phenyldithiocarbamic acid triethylamine salt 
• 18418-42-3 phenyl-dithiocarbamic acid; sodium salt 
• 1074-52-8 ammonium phenyldithiocarbamate 
• 51034-34-5 potassium aniline dithiocarbamate 
• 1226922-89-9 C₅H₅N*C₇H₇NS₂ 

Downstream Products

• 2211-44-1 (1H-benzoimidazol-2-ylmethyl)-(4,5-dimethyl-thiazol-2-yl)-phenyl-amine 
• 208396-25-2 phenyl-(3,4,5-trimethyl-3H-thiazol-2-ylidene)-amine 

Relevant academic research and scientific papers

CuBr2 mediated synthesis of 2-Aminothiazoles from dithiocarbamic acid salts and ketones

In a one-pot procedure, CuBr2 has been used as a efficient desulfurizing agent in the synthesis of 2-aminothiazoles by the condensation of in situ-generated 1-substituted thioureas from their dithiocarbamic acid salts, with in situ-generated α-bromoketones from ketones. All reactions were carried out under optimized reaction conditions and gave the target products in 61–95% yield.

Bromineless bromine as an efficient desulfurizing agent for the preparation of cyanamides and 2-aminothiazoles from dithiocarbamate salts

In a one-pot procedure, bromineless brominating reagent 1,1'-(ethane-1,2-diyl)dipyridinium bistribromide (EDPBT) has been used as a desulfurizing agent in the preparation of organic cyanamides and substituted thiazoles starting from dithiocarbamic acid salts. In this approach, alkyl/aryl isothiocyantes were first obtained by the desulfurization of dithiocarbamic acid salts with EDPBT. The in situ-generated isothiocyanates reacts with an aqueous ammonia, forming alkyl or aryl thioureas, which on subsequent oxidative desulfurization with EDPBT led to the formation of corresponding cyanamides in good yields. Alternatively, an efficient one-pot synthesis of substituted thiazoles has been achieved by the condensation of the in situ-generated 1-aryl thioureas with the in situ-generated -bromoketones from ketones, again using EDPBT. The reagent EDPBT can be easily prepared from the readily available reagents. Desulfurizing ability dominates over its brominating ability for substrates amenable to bromination.

Expedient synthesis of N-substituted 2-aminothiazoles

The reaction of α-halo ketones 1 with potassium thiocyanate and amines 3 offers the advantage of an efficient one-pot synthesis of the title compounds 4 from readily available starting materials.