6149-05-9

Upstream product

• 598-52-7 1-(methyl)-thiourea 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 2632-13-5 2-Bromo-4'-methoxyacetophenone 
• 93435-57-5 α-tosyloxy-p-methoxyacetophenone 
• 80336-72-7 2-iodo-1-(4-methoxyphenyl)ethanone 
• 50-00-0 formaldehyd 
• 532-55-8 Benzoyl isothiocyanate 

Relevant academic research and scientific papers

Green synthesis of thiazole derivatives using multi-component reaction of aldehydes, isothiocyanate and alkyl bromides: Investigation of antioxidant and antimicrobial activity

Aims & Objective: In this work, the multicomponent reaction of aldehydes, benzoylisothiocyanate and alkyl bromides in the presence of ammonium acetate, sodium cyanide and a catalytic amount of KF/Clinoptilolite nanoparticles (KF/CP NPs) in the water at 100oC was investigated. Materials and Methods: In these reactions, thiazole derivatives were produced in good to excellent yields and short time. Also, the antioxidant activity was studied for some newly synthesized compounds using the DPPH radical trapping and reducing of ferric ion experiments and comparing results with the synthetic antioxidants (TBHQ and BHT). Results: As a result, the compounds 4b showed excellent DPPH radical trapping and reducing the strength of ferric ion. These compounds have biological potential because of the thiazole core. For this reason, the antimicrobial activity of some synthesized compounds was studied by employing the disk diffusion test on Gram-positive bacteria and Gram-negative bacteria. Conclusion: The results of the disk diffusion test showed that these compounds prevented bacterial growth.

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,

I2/CuO-catalyzed tandem cyclization strategy for one-pot synthesis of substituted 2-aminothiozole from easily available aromatic ketones/α,β-unsaturated ketones and thiourea

A concise and efficient one-pot process from easily available methyl ketones/unsaturated methyl ketones and thiourea was developed for the synthesis of 2-aminothiazoles under the media of I2/CuO. The method can highly stereoselectivity obtain the E-isomers of 4-ethenyl-2-aminothiazoles (5a-f). All these target molecules were characterized by NMR, HRMS and IR spectra. Furthermore, the target compounds 3c and 5b were further determined by X-ray crystallographic analysis.

Novel and expedient regioselective synthesis of 2-imino-3-methyl-2,3- dihydrothiazoles

Cyclization of α-tosyloxyacetophenones 1 and N-methylthiourea 2 in acidic medium affords a novel and expedient method to synthesize 2-imino-3-methyl-2,3-dihydrothiazoles 3 with excellent level of regiocontrol. Copyright Taylor & Francis Group, LLC.

Catalyst-free efficient synthesis of 2-aminothiazoles in water at ambient temperature

A highly efficient and facile method has been described for the synthesis of substituted 2-aminothiazoles in water without any added catalyst or co-organic solvent. The reaction was carried out at ambient temperature and the products were obtained in excellent isolated yields. The developed protocol is successfully applied for the preparation of an anti-inflammatory drug, fanetizole.

Aqueous NaHSO4 catalyzed regioselective and versatile synthesis of 2-thiazolamines

The green acidic catalyst NaHSO4 was used for the synthesis of some novel substituted 2-thiazolamines in water under mild conditions in high regioselectivity.

Studies of arylthiazole oxamates in relation to oral antiallergic activity

25 arylthiazole oxamate derivatives were synthesized and examined for antiallergic activity in the rat passive cutaneous anaphylaxis assay. These compounds were prepared by treatment of the appropriate bromoacetophenone with thioureas to give arylaminothiazoles. Further condensation with alkyloxalyl chloride gave the arylthiazolyl oxamates. Several derivatives showed a 70% inhibition at 5 mg/kg p.o. p-Alkoxy substitution on the phenyl ring resulted in enhanced activity while N-alkyl substitution on the nitrogen amide function inhibited the activity. Ethyl-N-(4-p-methoxyphenyl)-2-thiazolyl oxamate (tioxamast, F-1865) was selected for clinical studies.