1603-91-4

Usage

Chemical Properties

white to light yellow crystal powde

InChI:InChI=1/C4H6N2S/c1-3-2-7-4(5)6-3/h2H,1H3,(H2,5,6)

Upstream product

• 29676-71-9 2-amino-4-thiazoleacetic acid 
• 3029-48-9 thiocyanoacetone 
• 287475-98-3 1,2-bis(4-methylthiazol-2-yl)hydrazine 
• 626-34-6 ethyl aminocrotonate 
• 89416-37-5 acetic acid-(α,β-dichloro-isopropyl ester) 
• 17356-08-0 thiourea 
• 854667-12-2 acetic acid-(α,β-dibromo-isopropyl ester) 
• 1071-86-9 bis(formamidine)disulphide dihydrobromide 
• 67-64-1 acetone 
• 78-95-5 chloroacetone 
• 127-09-3 sodium acetate 
• 7732-18-5 water 
• 75-07-0 acetaldehyde 
• 106-96-7 propargyl bromide 

Downstream Products

• 128475-39-8 4,4'-dimethyl-5,5'-benzylidene-bis-thiazol-2-ylamine 
• 132666-79-6 N‐benzyl‐4‐methylthiazol‐2‐amine 
• 37529-67-2 N-(4-methylthiazol-2-yl)benzamide 
• 14901-18-9 N-phenyl-N'-2-(4-methylthiazolyl)thiocarbamide 
• 91392-74-4 4-methoxy-benzoic acid-(4-methyl-thiazol-2-ylamide) 
• 352336-21-1 N-(4-methylthiazol-2-yl)-4-nitrobenzamide 
• 515-59-3 sulfamethylthiazole 
• 103273-91-2 2-nitro-benzenesulfonic acid-(4-methyl-thiazol-2-ylamide) 
• 7336-51-8 2-acetamido-4-methylthiazole 
• 25968-20-1 3-methyl-6-phenylimidazo[2,1-b]-thiazole 
• 79347-83-4 N-(4-methyl-thiazol-2-yl)-toluene-4-sulfonamide 
• 89179-76-0 (4-methyl-thiazol-2-yl)-urea 
• 874517-17-6 N,N'-bis-(4-methyl-thiazol-2-yl)-urea 
• 91392-19-7 N-(4-methylthiazol-2-yl)-2-phenylacetamide 

Related news

Spectroscopic and spectrophotometric studies on hydrogen bonded charge transfer complex of 2-Amino-4-methylthiazole (cas 1603-91-4) with chloranilic acid at different temperatures07/17/2019

The synthesized hydrogen bonded charge transfer (CT) complex between 2-amino-4-methylthiazole (AMT) and chloranilic acid (CLA) was characterized using various spectral techniques such as UV–visible, FTIR, 1H NMR, ESI-MS, P-XRD and TG/DTA analysis. The CT complexes act as an intermediate in a va...detailed

Relevant academic research and scientific papers

Synthesis and properties of a series of iridium complexes with imidazolo[2,1-b]thiazole derivatives as primary ligands

3-Methyl-6-phenylimidazo[2,1-b]thiazole (mpmt) and 3-methyl-6-(4-(trifluoromethyl)phenyl)imidazo[2,1-b]thiazole (mtfpmt) were easily prepared from thiourea, acetone (or trifluoroacetone), and α-bromoacetophenone as novel primary ligands. These were used to synthesize ten phosphorescent iridium complexes with picolinate (pic), isoquinoline-5-carboxylic acid (3-IQA), quinoline-2-carboxylic acid (2-QA), phenyl isoquinoline (piq), and 1,4-difluorophenyl pyrimidine (dfppy) as ancillary ligands. Their structures, photoluminescence, and electrochemistry were investigated. The introduction of trifluoromethyl groups at the phenyl ring of mpmt and to mtfpmt blue shifts the emission spectra of Ir3+ complexes by about 50 nm, and the corresponding emission peaks in CH2Cl2, which shifted from 545 to 613 nm, were observed at room temperature with an increase in the corresponding internal quantum efficiencies (IQEs) from 5.8% to 31.6%. Constructed with title complexes as emitters, LED chips based on InGaN chip excitation show good performances. Particularly, a device based on (mpmt)2Ir(2-QA) showed the best red light emission with a CIE (0.64, 0.30), a CRI of 72.0, and a color purity that was over 80%. Also, a device based on (mpmt)2Ir(3-IQA) provided a maximum luminescence efficiency of 3.01 lm W?1. These results suggest that the title complexes have potential applications in LED chips and OLEDs.

Inhibitory effect of 2-aminothiazole derivatives in oxidation reactions

The kinetics and mechanism of inhibitory effect of 2-aminothiazole derivatives in the radical-initiated oxidation of cumene were studied.

Nanochitosan: A biopolymer catalytic system for the synthesis of 2-aminothiazoles

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.

N,O π-Conjugated 4-Substituted 1,3-Thiazole BF2 Complexes: Synthesis and Photophysical Properties

A series of 1,3-thiazole-based organoboron complexes has been designed and synthesized by acylation of 2-amino 4-subsituted 1,3-thiazoles with (4-dimethylamino)benzoyl chloride and the subsequent BF2 complexation reaction. The influence of substituents in position 4 of the thiazole ring on photophysical properties of the complexes has been investigated. Synthesized thiazolo[3,2-c][1,3,5,2]oxadiazaborinines mainly showed intensive fluorescence in solutions. Complex with a 4,5-unsubstituted thiazole unit demonstrated an aggregation induced emission (AIE) effect and a very high fluorescent quantum yield (94%) in the solid state because of the inhibition of π-π/π-n interactions in the molecular packing.

Biocidal and anticorrosive effect of 2-aminothiazole derivatives used as additives to jet fuels

The effect of 2-aminothiazole derivatives on the biological resistance and corrosion activity of jet fuels was studied under conditions of water condensation.

Design and synthesis of new 4-methylthiazole derivatives: In vitro and in silico studies of antimicrobial activity

The development of resistance against antimicrobial drugs has become a world-wide issue. It is predicted that some or perhaps all the antimicrobial drugs used in clinics will be out of the treatment protocols soon. Therefore, researchers pay more attention to the development of new antimicrobial drugs. For this purpose, we designed and synthesized new 4-methylthiazole-(benz)azole derivatives. The structural elucidation of the compounds was performed by 1H-NMR, 13C-NMR, HSQC, NOESY, HMBC and LC/MS-IT-TOF spectral and elemental analyses. Then, their antimicrobial activity against bacteria and fungi strains was tested. The antibacterial effect of the compounds was found valuable as compared with their anticandidal activity. By combining the findings with molecular docking results, structure-activity relationship (SAR) was explained. Thus, in the development of new antimicrobial agents which can be used as DNA gyrase inhibitors, SAR showed that the products might be used in the discovery of new antimicrobials where their activity is owed to the allosteric effect. Although the effect of compound 3f was modest compared to the reference compound, it was better than the other synthesized compounds. Also, compound 3f has a better allosteric effect and might be a good lead candidate to synthesize new and better active hits. In addition, it was observed that all the synthesized compounds showed half potency against P. aeruginosa compared to the reference drug. On the other hand, no significant difference was seen between compounds against gram-positive or gram-negative bacteria. Briefly, meaningful data to correlate the SAR with thiazole-(benz)azole hybridized compounds were presented in this study. In future projects, the mentioned ideas can be used to synthesize new compounds having better antibacterial activity, particularly against resistant organisms.

Aiding the versatility of simple ammonium ionic liquids by the synthesis of bioactive 1,2,3,4-tetrahydropyrimidine, 2-aminothiazole and quinazolinone derivatives

Simple ammonium ionic liquids [ILs] are efficient, green, environmentally friendly catalysts in promoting the Biginelli condensation reaction, Hantzsch reaction and Niementowski reaction to afford 1,2,3,4-tetrahydropyrimidine, 2-aminothiazole and quinazolinone derivatives respectively by eliminating the need for harmful volatile organic solvents. These [ILs] are air and water stable, easy to prepare and cost-effective. The effects of the anions and cations present in [IL] on reactions were investigated. The results clearly indicated that the Biginelli condensation reaction, Hantzsch reaction and Niementowski reaction were heavily influenced by the acidity of [IL], and among various ammonium ionic liquids, [Et3NH][HSO4] showed the best catalytic activity. Furthermore, [IL] could be easily separated and reused with a slight loss of its activity. This technique provided a good alternative way for the industrial synthesis of 1,2,3,4-tetrahydropyrimidinones, 2-aminothiazoles and quinazolinones. The present processes are eco-friendly methods for the synthesis of these derivatives authenticated by several green parameters, namely,E-factor, process mass intensity, reaction mass efficiency, atom economy, and carbon efficiency.

Synthesis and photoelectric properties of IrIIIcomplexes using fluorobenzylimidazole[2,1-b]thiazole derivatives as primary ligands

3-Methyl-6-(3,5-difluorophenyl)imidazo[2,1-b]thiazole (mdfpit) and 3-methyl-6-(3,4,5-trifluorophenyl)imidazo[2,1-b]thiazole (mtfpit) were easily prepared from thiourea, acetone, and 3,5-difluorobenzoyl bromide or 3,4,5-trifluorobenzoyl bromide. These were used as primary ligands to synthesize twelve phosphorescent IrIIIcomplexes with picolinic acid (pic), isoquinoline-3-carboxylic acid (3-IQA), quinoline-2-carboxylic acid (2-QA), 2-(pyridin-2-yl)phenol (2-ylppy), 2-(2,4-difluorophenyl)pyridine (dfppy), and pyridine-2-sulfonic acid (2-sappy) as auxiliary ligands. Their structures, photoluminescence, and electrochemical properties were investigated. Upon introducing more fluorine atoms into the benzene ring of the primary ligand, the thermal stability, photoluminescence quantum yield (PLQY), LUMO energy level, and luminous efficiency of the resulting IrIIIcomplexes are significantly improved, and the photoluminescence emission spectra are blue-shifted. Their maximum emission wavelengths are present in the range of 517-618 nm, and the luminous colors span from the green to red light region. Using the synthesized IrIIIcomplexes as emitters, LED chips based on InGaN chip excitation were developed, which showed good performances. Among all LEDs, the PLQY of the (mtfpmt)2Ir(pic) based LED is 58.4%, and the luminous efficiency is as high as 17.11 lm W?1; the luminous efficiency of the (mdfpmt)2Ir(2-QA) based LED is 3.41 lm W?1with CIE coordinates of 0.60 and 0.38, which are very similar to the saturated standard red light emission. The results demonstrate the potential of the studied IrIIIcomplexes as candidates for LED materials.

Synthesis of 6-membered-ring fused thiazine-dicarboxylates and thiazole-pyrimidines via one-pot three-component reactions

A facile and efficient one-pot three-component reaction method for the synthesis of thiazine-dicarboxylates is reported. Reaction of an isocyanide and dialkyl acetylenedicarboxylate with 2-amino-4H-1,3-thiazin-4-one derivatives containing both an acidic proton and an internal nucleophile gave the products in good yields of 76–85%. The reactivity of dialkyl acetylenedicarboxylates was further tested in the synthesis of thiazole-pyrimidines where a two-component reaction of 2-aminothiazole with dialkyl acetylenedicarboxylates was successfully converted to a more efficient three-component reaction of a thiourea, α-haloketone and dialkyl acetylenedicarboxylate (DMAD/DEtAD) to give thiazole-pyrimidines in good yields of 70–91%.

Iridium complex with 3-methyl-6-phenylimidazole[2, 1-b]thiazole derivative as main ligand

The invention discloses ten iridium (III) complexes, which are characterized in that: the main ligands of the complexes are 3-methyl-6-phenylimidazole[2, 1-b]thiazole (mpmt) and 3-methyl-6-(4-(trifluoromethyl)phenyl)imidazo[2, 1-b]thiazole (mtfpmt) respectively, and the auxiliary ligands are 2-picolinic acid (pic), isoquinoline-3-formic acid (3-IQA), quinoline-2-carboxylic acid (2-QA), 1-phenylisoquinoline (piq) and 2-(2, 4-difluorophenyl)pyridine (dfppy) respectively, and the structures are shown as the specification, wherein the definition of X substituent group is selected from one of twogroups of complexes. Light-emitting diodes prepared from the complexes have a maximum emission wavelength of 540.3-627.8nm and light-emitting efficiency of 0.18-3.01 lm.W, wherein (mtfpmt)2Ir(pic)emits pure green light, and (mpmt)2Ir(2-QA) emits pure red light, and the color purity is high. near white light can be obtained after mixing of the light emitted by (mtfpmt)2Ir(dfppy) and a galliumnitride chip, therefore the complexes can be used for making of white light LED. Excellent performance of the devices indicates that the complexes have application value in preparation of organic photoluminescent and electroluminescent devices. The invention discloses a structure and a synthesis method of the complexes, and a structure and a preparation method of organic photoluminescent devices.