93020-56-5

Upstream product

• 542-11-0 aniline hydrobromide 
• 101862-33-3 2-bromo-4-p-tolyl-thiazole 
• 18418-42-3 phenyl-dithiocarbamic acid; sodium salt 
• 1074-52-8 ammonium phenyldithiocarbamate 
• 51034-34-5 potassium aniline dithiocarbamate 
• 1226922-89-9 C₅H₅N*C₇H₇NS₂ 
• 122-00-9 para-methylacetophenone 
• 103-85-5 monophenylthiourea 
• 43009-16-1 phenyldithiocarbamic acid triethylamine salt 
• 96475-75-1 4‐methylacetophenone oxime acetate 
• 103-72-0 phenyl isothiocyanate 
• 619-41-0 4-(bromoacetyl)toluene 
• 98475-04-8 1-(4-methylphenyl)-2-(p-tolylsulfonyloxy)ethanone 

Downstream Products

• 2211-46-3 (1H-benzoimidazol-2-ylmethyl)-phenyl-(4-p-tolyl-thiazol-2-yl)-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.

Highly efficient heterogeneous copper-catalysed coupling of oxime acetates with isothiocyanates leading to 2-aminothiazoles

The heterogeneous coupling reaction of oxime acetates with isothiocyanates was achieved at 110°C in toluene in air in the presence of a bidentate nitrogen-functionalised MCM-41-immobilised copper(I) complex (MCM-41-2N-CuI) with Cs2CO3 as base to afford a variety of 2-aminothiazoles in good yields. The MCM-41-2N-CuI catalyst can be easily recovered by a simple filtration and reused at least eight times without significant loss of activity.

Copper-Catalyzed Coupling of Oxime Acetates with Isothiocyanates: A Strategy for 2-Aminothiazoles

A new strategy for 2-aminothiazoles is developed via the copper-catalyzed coupling of oxime acetates with isothiocyanates. Various 4-substituted and 4,5-disubstituted 2-aminothiazoles were formed smoothly under mild reaction conditions. This process involved copper-catalyzed N-O bond cleavage, activation of vinyl sp2 C-H bonds, and C-S/C-N bond formations. It is noteworthy that the oxime acetates were used not only as a substrate but also as a single oxidant.

Visible light triggered, catalyst free approach for the synthesis of thiazoles and imidazo[2,1-: B] thiazoles in EtOH:H2O green medium

The development of a visible light promoted, mild and greener approach for the synthesis of highly functionalized thiazoles and imidazo[2,1-b]thiazoles under photochemical activation in EtOH:H2O green medium is demonstrated. The characteristic feature of the present protocol is the utilization of visible light (an omnipresent, nontoxic, environmentally benign and inexpensive reagent) to form C-S and C-N bonds and circumvent the use of catalysts or photosensitizers. The reported protocol is the first example of visible light promoted synthesis of thiazoles and imidazo[2,1-b]thiazoles with various attractive features like being catalyst free, eco-efficient and possessing cost effectiveness, short reaction time, excellent yields and sustainability to fulfill the parameters of green chemistry.

Green approach: An efficient synthesis of 2,4-disubstituted-1,3-thiazoles and selenazoles in aqueous medium under ultrasonic irradiation

An efficient and rapid procedure for the synthesis of 2,4-disubstituted-1,3-thiazoles and selenazoles has been described by the reaction of α-bromoketones with thiourea, phenylthiourea and selenourea at ambient temperature in aqueous medium under ultrasonic irradiation. Analytically pure products were formed within 10-60 s in excellent yields. The advantageous features of this non-conventional methodology over conventional methods are the operational simplicity, easy handling, yield-enhancing, time-reducing, mild reaction conditions and no by-product production.

Effect of substituents on the regioselectivity of the reaction of α-tosyloxyketones with thioureas in acidic medium: Access to 2-aminothiazoles and 2-imino-2,3-dihydrothiazoles

Regioselective condensation of α-tosyloxyacetophenones 1 and N-substituted thioureas 2 in acidic medium to give regioisomers 2-aminothiazoles I and 2-imino-2,3-dihydrothiazoles II is largely influenced by the substituents present on 1 and 2. A mechanism,

Sodium fluoride as an efficient catalyst for the synthesis of 2,4-disubstituted-1,3-thiazoles and selenazoles at ambient temperature

Sodium fluoride was found to be a simple, mild and efficient catalyst for the synthesis of 2,4-disubstituted 1,3-thiazoles and selenazoles utilizing phenacyl bromides/3-(2-bromoacetyl)-2H-chromen-2-one and thiourea/ phenylthiourea/selenourea in aqueous methanol at ambient temperature. Analytically pure products are formed within 1-3 min in excellent yields.

Eco-friendly synthesis of 2-aminothiazoles using Nafion-H as a recyclable catalyst in PEG-water solvent system

A simple, efficient, single step and environmentally benign synthesis of 2-aminothiazoles is described in this paper. This green protocol was catalyzed by recyclable solid supported Nafion-H using polyethylene glycol-water solvent system with improved efficiency and reduced waste production.

One-pot synthesis of 2-aminothiazoles in PEG-400

A facile one-pot synthesis of 2-aminothiazoles has been carried in PEG-400 as a greener medium at room temperature. This method avoids the use of lachrymatric α-bromoketones as well as the volatile, toxic organic solvents.