247242-56-4Relevant academic research and scientific papers
Visible Light-Mediated Coupling of Thioureas and 1,3-Dicarbonyls: Towards a Leaving Group-Free Synthesis of Aminothiazoles
Roslan, Irwan Iskandar,Ng, Kian-Hong,Gondal, Mohammed Ashraf,Basheer, Chanbasha,Dastageer, Mohamed A.,Jaenicke, Stephan,Chuah, Gaik-Khuan
supporting information, p. 1584 - 1589 (2018/02/27)
A synthesis of aminothiazoles from various 1,3-dicarbonyls and thioureas without a leaving group has been developed. The reaction is photocatalyzed by tetraiodofluorescein, an organic dye. Under irradiation with green LEDs, a sulfur radical is generated in situ from thiourea, followed by addition to the enol tautomer, forming the aminothiazole backbone. This novel strategy provides a greener alternative to the traditional leaving group protocols, with excellent atom economy. (Figure presented.).
Nanostarch: a novel and green catalyst for synthesis of 2-aminothiazoles
Safari, Javad,Sadeghi, Masoud
, p. 745 - 749 (2017/03/17)
Abstract: In this work, starch nanoparticles as a green and cheap catalyst were obtained based on the precipitation of amorphous starch in ethanol. It was found that starch nanoparticles are efficient catalyst for the synthesis of 2-aminothiazoles using methylcarbonyl compounds and thiourea as precursors. The use of green and biodegradable nanostarch makes this present methodology quite simple, shorter reaction times and milder conditions, and more convenient and economically viable compared to catalyzed methods reported in the literature. Graphical abstract: [Figure not available: see fulltext.]
C[sbnd]N bond formation in alicyclic and heterocyclic compounds by amine-modified nanoclay
Zarnegar, Zohre,Alizadeh, Roghayeh,Ahmadzadeh, Majid,Safari, Javad
, p. 58 - 65 (2017/05/12)
In the current protocol, amine functionalized montmorillonite K10 nanoclay (NH2-MMT) was applied to catalyze the formation of C[sbnd]N bonds in the synthesis of azines and 2-aminothiazoles at room temperature. In comparison with the current methods of C[sbnd]N bond formation, this approach displays specific advantages include atom economy, clean conversion, design for energy efficiency, the use of nontoxic and heterogeneous catalyst, higher purity and yields, safer solvent and reagents for this organic transformation.
Synthesis of 2-aminothiazoles from methylcarbonyl compounds using a Fe3O4 nanoparticle-: N -halo reagent catalytic system
Sadeghi, Masoud,Safari, Javad,Zarnegar, Zohre
, p. 64749 - 64755 (2016/07/21)
An efficient protocol is developed for the synthesis of 2-aminothiazoles from unfunctionalized methylcarbonyl compounds using Fe3O4 nanoparticle-N-halo reagent catalytic systems. 1,3-dichloro-5,5-dimethylhydantoin (DCDMH), N-bromosuccinimide (NBS) and N-iodosuccinimide (NIS) as N-halo reagents were explored and the best results were obtained for DCDMH. Fe3O4 nanoparticle-DCDMH as an active, reusable, excellent, highly stable magnetic catalyst was used in this process. Advantages of this efficient method include greener and cleaner conditions, shorter reaction time, excellent yield of products, easy separation using a simple external magnetic field, low cost and operational simplicity.
Montmorillonite K10: an effective catalyst for synthesis of 2-aminothiazoles
Safari, Javad,Sadeghi, Masoud
, p. 8175 - 8183 (2016/11/25)
An efficient one-pot synthesis of 2-aminothiazoles from methylcarbonyl and thiourea has been developed using montmorillonite-K10 as a catalyst at 80?°C in DMSO medium. A plausible mechanism is proposed in which α-iodomethylcarbonyls are formed via methylcarbonyls as raw material using iodine as iodination reagent.
Magnetic carbon nanotube-supported imidazolium cation-based ionic liquid as a highly stable nanocatalyst for the synthesis of 2-aminothiazoles
Zarnegar, Zohre,Safari, Javad
, p. 1043 - 1049 (2016/11/23)
Magnetic carbon nanotube-supported imidazolium ionic liquid (CNT-Fe3O4-IL) was synthesized and investigated using various characterization techniques, including Fourier transform infrared and Raman spectroscopies, X-ray diffraction, vibrating sample magnetometry, scanning and transmission electron microscopies, and thermogravimetric and differential thermal analyses. In order to synthesize the CNT-Fe3O4-IL nanocomposites, Fe3O4-decorated multi-walled CNTs were modified with 1-methyl-3-(3-trimethoxysilylpropyl)-1H-imidazol-3-ium chloride. This catalytic system was found to be a highly stable, active, reusable and solid-phase catalyst for the synthesis of 2-aminothiazoles via the one-pot reaction of ketone, thiourea and N-bromosuccinimide under mild conditions. Immobilized magnetic ionic liquid catalysis combines the advantages of ionic liquid media with magnetic solid support nanomaterials which enables the application of nanotechnology and green chemistry in chemical processes. Copyright
Nanochitosan: A biopolymer catalytic system for the synthesis of 2-aminothiazoles
Safari, Javad,Abedi-Jazini, Zahra,Zarnegar, Zohre,Sadeghi, Masoud
, p. 108 - 112 (2016/02/05)
A convenient and efficient method is described for the synthesis of 2-aminothiazoles by one-pot reaction of ketone and thiourea using chitosan nanoparticles under mild condition. Nanochitosan was used as a biodegradable and green catalyst for this reaction in satisfactory yields. The attractive advantages of the present process include easy isolation of products, milder and cleaner conditions, higher purity and yields and easier work-up procedure.
4-Chloro-5H-1,2,3-dithiazol-5-one: A good α-thiocyanating agent for α,β-unsaturated β-amino esters
Park, Young Seok,Kim, Kyongtae
, p. 6439 - 6442 (2007/10/03)
Treatment of 4-chloro-5H- 1,2,3-dithiazol-5-one with 3-alkyl (or aryl)- 3-amino-2-propenoate esters in DMSO at 120°C gave the corresponding 2- thiocyanated esters 4 (major) and 5-alkoxycarbonyl-4-alkyl (or aryl)-4- thiazolin-2-ones 5 (minor), whereas the
