76088-45-4

Upstream product

• 86-81-7 3,4,5-trimethoxy-benzaldehyde 
• 137-07-5 2-amino-benzenethiol 
• 457923-26-1 3,4,5-trimethoxybenzoic acid naphthalene-2-yl ester 
• 4521-61-3 3,4,5-Trimethoxybenzoyl chloride 
• 3044-56-2 ethyl trimethoxybenzoyl acetate 
• 50606-35-4 3-(3',4',5'-trimethoxyphenyl)-3-oxopropanenitrile 
• 1239970-43-4 C₃₂H₃₂N₂O₆S₂ 
• 615-43-0 2-iodophenylamine 
• 95-16-9 1,3-Benzothiazole 
• 6443-69-2 3,4,5-trimethoxytoluene 
• 3840-31-1 (3,4,5-trimethoxyphenyl)methanol 
• 25245-29-8 5-iodo-1,2,3-trimethoxybenzene 
• 13400-02-7 3,4,5-trimethoxy styrene 
• 118-41-2 Eudesmic acid 

Relevant academic research and scientific papers

Ionic-Liquid-Catalyzed Synthesis of Imines, Benzimidazoles, Benzothiazoles, Quinoxalines and Quinolines through C?N, C?S, and C?C Bond Formation

We report the tetramethyl ammonium hydroxide catalyzed oxidative coupling of amines and alcohols for the synthesis of imines under metal-free conditions by utilizing oxygen from air as the terminal oxidant. Under the same conditions, with ortho-phenylene diamines and 2-aminobenzenethiols the corresponding benzimidazoles and benzothiazoles were obtained. Quinoxalines were obtained from ortho-phenylene diamines and 1-phenylethane-1,2-diol, the conditions were then extended to the synthesis of quinoline building blocks by reaction of 2-amino benzyl alcohols either with 1-phenylethan-1-ol or acetophenone derivatives. The formation of C?N, C?S and C?C bonds was achieved under metal-free conditions. A broad range of amines (aromatic, aliphatic, cyclic and heteroaromatic) as well as benzylic alcohols including heteroaryl alcohols reacted smoothly and provided the desired products. The mild reaction conditions, commercially available catalyst, metal-free, good functional-group tolerance, broad range of products (imines, benzimidazoles, benzothiazoles, quinoxalines and quinolines) and applicability at gram scale reactions are the advantages of the present strategy.

An efficient rapid synthesis of benzoxazoles and benzothiazoles using pma.Sio2 at room temperature under heterogeneous conditions

Treatment of 2-aminophenol (or 2-aminothiophenol) with aromatic aldehydes in the presence of phosphomolybdic acid on silica at room temperature affords the corresponding benzoxazoles (or benzothiazoles) in excellent yields (88-96%) under heterogeneous conditions. Benzoxazoles and benzothiazoles are formed in less than 10 min.

Camphor sulfonic acid catalyzed a simple, facile, and general method for the synthesis of 2-arylbenzothiazoles, 2-arylbenzimidazoles, and 3H-spiro[benzo[d]thiazole-2,3′-indolin]-2′-ones at room temperature

A simple, mild, eco-friendly, general, and convenient approach has been developed for the synthesis of structurally diverse 2-arylbenzothiazole derivatives from the reactions of 2-aminothiophenol and various aromatic aldehydes using camphor sulfonic acid

NCS/TBHP promoted C2 arylation of benzothiazoles with aldehydes in DMSO

A N-chlorosuccinimide catalyzed oxidative synthesis of 2-aryl benzothiazole from benzothiazoles and aryl aldehydes using tert-butyl peroxybenzoate as an oxidant in dimethyl sulfoxide (DMSO) has been developed in moderate to good yields. Solvent DMSO as a strong Lewis base plays an efficient role in the reaction. Various substrates were tolerated under optimized conditions affording the arylated products in 12–94% yields for 28 examples. Additionally, acylated benzothiazoles were produced with 4 examples.

Preparation method of substituted benzothiazole C2 arylated derivative

The invention discloses a substituted benzothiazole C2 arylated derivative and a preparation method thereof. The preparation method comprises the following steps: mixing substituted benzothiazole represented by a formula (II) and substituted benzaldehyde represented by a formula (III); adding a free radical initiator N-chlorosuccinimide (NCS) and an oxidant tert-butyl hydroperoxide (TBHP), carrying out a stirring reaction for about 12 h at 120 DEG C in a nitrogen atmosphere by using DMSO as a solvent, and after the reaction is finished, separating and purifying the reaction liquid to prepare the substituted benzothiazole C2 arylated derivative represented by a formula (I). The invention provides a new method for synthesizing a benzothiazole C2 arylated derivative by taking an NCS/TBHP double component as an oxidation system through a stirring and reaction for about 12 hours at 120 DEG C in a nitrogen atmosphere under the assistance of a strong Lewis base DMSO; and according to the method, an NCS/TBHP double-component oxidation system and an aprotic solvent are selected, and the method has the advantages of being simple in catalytic system, good in product yield and wide in substrate range.

Synthesis, characterization, and applications of novel Co(II)-pyridoxal phosphate-Schiff base/SBA-15 as a nanocatalyst for the green synthesis of benzothiazole heterocycles

Mesoporous heterogeneous santa barbara amorphous (SBA)-15-supported cobalt complex, as a novel nanocatalyst containing N–O chelating Schiff-base ligand was successfully synthesized by the reaction of SBA-15 and Cobalt(II)-Schiff-base complex. The Co(II)-S

Copper supported on functionalized MCM-41 as a novel and a powerful heterogeneous nanocatalyst for the synthesis of benzothiazoles

A new functionalized mesoporous catalyst (Cu(II)-Glycerol/MCM-41) has been synthesized as a highly efficient heterogeneous nanocatalyst for the synthesis of benzothiazoles derivatives. Powder XRD, TGA, TEM, SEM, EDX, BET, FT-IR and ICP-OES techniques are

Paired Electrochemical Reactions and the On-Site Generation of a Chemical Reagent

While the majority of reported paired electrochemical reactions involve carefully matched cathodic and anodic reactions, the precise matching of half reactions in an electrolysis cell is not generally necessary. During a constant current electrolysis almost any oxidation and reduction reaction can be paired, and in the presented work we capitalize on this observation by examining the coupling of anodic oxidation reactions with the production of hydrogen gas for use as a reagent in remote, Pd-catalyzed hydrogenation and hydrogenolysis reactions. To this end, an alcohol oxidation, an oxidative condensation, intramolecular anodic olefin coupling reactions, an amide oxidation, and a mediated oxidation were all shown to be compatible with the generation and use of hydrogen gas at the cathode. This pairing of an electrolysis reaction with the production of a chemical reagent or substrate has the potential to greatly expand the use of more energy efficient paired electrochemical reactions.

Silica-supported zinc chloride (ZnCl2/SiO2)-induced efficient protocol for the synthesis of N-sulfonyl imines and 2-Arylbenzothiazole

A straightforward strategy for the synthesis of N-sulfonyl imine derivatives from sulfonamides and aryl aldehydes utilizing Silica-supported zinc chloride (ZnCl2/SiO2, silzic) as a catalyst under solvent-free conditions has been developed. 2-Arylbenzothiazole derivatives were also synthesized by the reaction of 2-aminothiophenol with aryl aldehydes under the same conditions. This procedure has advantages of high yields, mild reaction condition, simple procedure, low cost, and simplicity of workup. The catalyst has the same efficiency on its reuse up to three times.

Probing the effects of the number and positions of –OCH3 and –CN substituents on color tuning of Ir(III) complex derivatives through a joint computational and experimental study

We performed a joint theoretical and experimental study on sixteen Ir(III) complexes bearing a similar molecular platform of bis(2-phenylbenzothiozolato-N,C2’) iridium(III) (acetylacetonate) by grafting – OCH3 group and/or – CN group on different positions of the C-related arene moiety of the C^N ligand (Cring). Our results reveal that the introduction of – CN renders an overall drop in the FMO energy levels while a reverse increase is observed for – OCH3. The ortho- and para-sites of the C-ring are more effective substitution positions to modulate the HOMO energy level due to the fact that the electronic density of HOMO mainly locates at them while the meta-site would induce a stronger impact on LUMO since the electronic density of LUMO mainly distributes over the position. Utilizing the synergistic effects of the substituents and the substituted positions, a wide color-tuning range from 479 nm to 637 nm was achieved, which covers nearly the whole window of visible spectrum. In particular, the tri-substituted Ir35mo4cn complex (λemmax=637 nm) may be a potential candidate for high efficiency red OLEDs materials due to its greatly enhanced absorption processes, relatively higher3MLCT (%), lower ΔES1–T1, enlarged separation between3MLCT/π–π* and3MC d–d states, and good hole and particle-transporting performances. Finally, six representative complexes were synthesized and their spectra were determined, which confirm the reliability of our computational strategy.