Tag: 300-400

Dai, Wen; Li, Guosong; Wang, Lianyue; Chen, Bo; Shang, Sensen; Lv, Ying; Gao, Shuang published an article in 2014, the title of the article was Enantioselective oxidation of sulfides with H2O2 catalyzed by a pre-formed manganese complex.Safety of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole And the article contains the following content:

A variety of sulfide substrates e.g., aryl alkyl, aryl benzyl, cyclic sulfides were oxidized to form their chiral sulfoxides in high yields (up to 95%) and excellent enantioselectivities (>99% ee) in presence of H2O2, pre-formed Mn complex and catalytic amount of adamantoic acid in CH3CN/isopropanol. This synthetic process was environment friendly and the practical utility of the method was demonstrated by the synthesis of esomeprazole and albendazole sulfoxide (ABZO). The experimental process involved the reaction of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole(cas: 73590-85-9).Safety of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole

The Article related to sulfide manganese complex carboxylic acid catalyst enantioselective oxidation, sulfoxide preparation green chem, Benzene, Its Derivatives, and Condensed Benzenoid Compounds: Sulfoxides and Sulfones and other aspects.Safety of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Ma, Lina; Zhou, Hua; Xu, Ming; Hao, Peipei; Kong, Xianggui; Duan, Haohong published an article in 2021, the title of the article was Integrating hydrogen production with anodic selective oxidation of sulfides over a CoFe layered double hydroxide electrode.Computed Properties of 73590-85-9 And the article contains the following content:

Replacing the sluggish oxygen evolution reaction (OER) with oxidation reactions for the synthesis of complex pharmaceutical mols. coupled with enhanced hydrogen evolution reaction (HER) is highly attractive, but it is rarely explored. Here, we report an electrochem. protocol for selective oxidation of sulfides to sulfoxides over a CoFe layered double hydroxide (CoFe-LDH) anode in an aqueous-MeCN electrolyte, coupled with 2-fold promoted cathodic H2 productivity. This protocol displays high activity (85-96% yields), catalyst stability (10 cycles), and generality (12 examples) in selective sulfide oxidation We demonstrate its applicability in the synthesis of four important pharmaceutical related sulfoxide compounds with scalability (up to 1.79 g). X-ray spectroscopy investigations reveal that the CoFe-LDH material evolved into amorphous CoFe-oxyhydroxide under catalytic conditions. This work may pave the way towards sustainable organic synthesis of valuable pharmaceuticals coupled with H2 production The experimental process involved the reaction of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole(cas: 73590-85-9).Computed Properties of 73590-85-9

The Article related to sulfide cobalt iron layered double hydroxide electrode selective oxidation, Electrochemical, Radiational, and Thermal Energy Technology: Energy Handling, Transport, and Storage and other aspects.Computed Properties of 73590-85-9

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

On October 31, 2010, Mahale, Rajendra D.; Rajput, Mahesh R.; Maikap, Golak C.; Gurjar, Mukund K. published an article.Application of 73590-85-9 The title of the article was Davis Oxaziridine-Mediated Asymmetric Synthesis of Proton Pump Inhibitors Using DBU Salt of Prochiral Sulfide. And the article contained the following:

A simple and clean asym. synthesis of proton pump inhibitors using inexpensive 10-camphorsulfonyl oxaziridine is described. The activation of prochiral sulfide is based on use of the DBU salt which is capable of enhancing the reactivity and enantioselectivity. The experimental process involved the reaction of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole(cas: 73590-85-9).Application of 73590-85-9

The Article related to camphorsulfonyl oxaziridine asym sulfoxidation sulfide omeprazole ppi preparation, Industrial Organic Chemicals, Leather, Fats, and Waxes: Manufacture Of Industrial Organic Chemicals and other aspects.Application of 73590-85-9

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

On April 25, 2019, Herga, Marko; Gasparic, Ales; Bitenc, Marko; Pohar, Andrej; Likozar, Blaz published an article.Safety of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole The title of the article was Development, optimization and scale-up of stereo-selective enzymatic Baeyer-Villiger oxidation of pyrmetazole to esomeprazole active ingredient in an industrial-scale slurry reactor. And the article contained the following:

An industrial-scale stereo-selective enzymic oxidation process for the conversion of pyrmetazole to esomeprazole was developed and optimized. Slurry-to-slurry stages are highly demanding synthetic operations due to several deteriorating factors: competing equilibrium, mass transfer limitations and long-term biocatalytic activity. Challenging characteristics of this bio-oxidation included foaming, thickening, continuous dynamic changes in viscosity, mass transport, and biocatalyst inactivation. By screening pH, optimization of reactant loading ratios, and modification of control, crucial production attributes of materials, such as substrate particle size, were controlled and better batch-to-batch stability and scale-up was achieved. The experimental process involved the reaction of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole(cas: 73590-85-9).Safety of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole

The Article related to pyrmetazole stereo selective enzymic baeyer villiger oxidation esomeprazole, Industrial Organic Chemicals, Leather, Fats, and Waxes: Manufacture Of Industrial Organic Chemicals and other aspects.Safety of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Liu, Hui; Gu, Zheng; Tian, Yuan; Jiang, Guofang published an article in 2015, the title of the article was Chiral metalloporphyrin-catalyzed industrial synthesis of sodium esomeprazole.Name: 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole And the article contains the following content:

Sodium esomeprazole is a kind of excellent proton pump inhibitor, used as an effective drug for peptic ulcer disease. A new industrialized synthetic technol. of sodium esomeprazole catalyzed by chiral metalloporphyrin was reported. The target product was approved by 1H NMR, MS and polarimetry. The effect of reaction time, reaction temperature, and molar ratio of catalyst and solvent were investigated. The results show that sodium esomeprazole can be obtained with high yield from oxidation by oxygen in the NaOH solution and ufiprazole, synthesized by the addition reaction between 2-chloro-3,5-dimethyl-4-methoxypyridine hydrochloride and 5-methoxy-2-mercaptobenzimidazole in the combination of 20% NaOH and TBAB. Synthesis of esomeprazole sodium used by ufiprazole has the highest yield and enantioselectivity when reaction time is 3.0 h, the solvent is toluene, the reaction temperature is 80掳C and the ratio of omeprazole sulfide and chiral metal porphyrin is 1: (3.7 脳 10-5). The total industrial yield is 60% and the enantioselectivity is 98.9%. The experimental process involved the reaction of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole(cas: 73590-85-9).Name: 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole

The Article related to sodium esomeprazole chiral metalloporphyrin catalytic oxidation, Industrial Organic Chemicals, Leather, Fats, and Waxes: Manufacture Of Industrial Organic Chemicals and other aspects.Name: 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

On February 29, 2012, Zhao, Shan-shan; Lu, Hua; Zhang, Yue-cheng; Zhao, Ji-quan published an article.Recommanded Product: 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole The title of the article was Application of D(-)-di-pyridylmethyl tartaric acid amide in the synthesis of esomeprazole through asymmetric oxidation. And the article contained the following:

Two di-pyridylmethyl D (-)-tartaric acid amides 2 and 3 were resp. prepared through the reaction of (-)-di-Et D-tartrate(1) with 2-aminomethyl pyridine and 4-aminomethyl pyridine. The compounds 1, 2 and 3 coordinated with iso-Pr titanate, resp., were used as catalyst in the asym. oxidation of the precursor (Eso-I) of esomeprazole with cumene hydroperoxide (CHP) as oxidant. The results revealed that both the catalytic systems derived from ligand 2 and 3 and iso-Pr titanate showed good catalytic activity and enantioselectivity in the synthesis of esomeprazole. For example, the conversion of Eso-I, the selectivity toward to the esomeprazole and the enantio excess reached 84.7%, 91.8% and 89.0%, resp., when 2 was used as the ligand and the reaction was conducted in toluene under the optimized conditions. The experimental process involved the reaction of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole(cas: 73590-85-9).Recommanded Product: 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole

The Article related to dipyridylmethyl tartaric acid amide esomeprazole asym oxidation, Industrial Organic Chemicals, Leather, Fats, and Waxes: Manufacture Of Industrial Organic Chemicals and other aspects.Recommanded Product: 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

On May 20, 2014, Sun, Li-min; Jiang, Ying-yan; Li, Dong-yue; Zhou, Li-ming; Zheng, De-qiang published an article.Application of 73590-85-9 The title of the article was Improvement of synthesis process of esomeprazole magnesium. And the article contained the following:

Synthesis process of esomeprazole magnesium was improved. With 2-mercapto-5-methoxybenzimidazole and 2-(chloromethyl)-4-methoxy-3,5-dimethylpyridine as starting materials, esomeprazole magnesium was synthesized by condensation, asym. oxidation and reaction with magnesium sulfate. The overall yield of esomeprazole magnesium was 67.8%. The improved synthesis process of esomeprazole magnesium can be simple, easily controlled, cost-saving and can provide the product with high purity, and suitable for the industrial production of esomeprazole magnesium. The experimental process involved the reaction of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole(cas: 73590-85-9).Application of 73590-85-9

The Article related to esomeprazole magnesium proton pump inhibitor synthesis, Industrial Organic Chemicals, Leather, Fats, and Waxes: Manufacture Of Industrial Organic Chemicals and other aspects.Application of 73590-85-9

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

On August 20, 2013, Song, Wei-guo; Zhang, Xiang-min; Zhang, Xiao-pan; Xu, Wen-fang published an article.Related Products of 73590-85-9 The title of the article was Synthesis of esomeprazole sodium. And the article contained the following:

Esomeprazole was the first optical isomer proton pump inhibitor, and its sodium salt was applied to the patients who are in need of PPI but not capable of oral dosing. At present, there were three methods to synthesize esomeprazole such as omeprazole racemic resolution, omeprazole sulfide complexes asym. catalytic oxidation and biochem. oxidation However, the omeprazole racemic resolution was limited industrially due to its high cost and low yield. The aim of this study was to propose a modified asym. oxidation method to prepare esomeprazole for industrialized production Compared with the traditional method, this new method had three advantages. Firstly, the (1S, 2S)-(-)-1,2-diaminocyclohexane D-tartrate was used as chiral ligands, which avoided the addition of organic alkali in the traditional route. Secondly, cobalt naphthenate was applied as the catalyst to solve the problem of water-contacting over traditional titanium catalyst. Lastly, sodium peroxide was not only the oxidant to lower the cost of asym. oxidizing the omeprazole sulfide compounds but also the source of sodium for no more addition of other sodium source. The experimental process involved the reaction of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole(cas: 73590-85-9).Related Products of 73590-85-9

The Article related to esomeprazole sodium synthesis, Industrial Organic Chemicals, Leather, Fats, and Waxes: Manufacture Of Industrial Organic Chemicals and other aspects.Related Products of 73590-85-9

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

On February 28, 2009, Hao, Linghua; Li, Wei; Wei, Jinzhao; Chen, Shuai; Wu, Song published an article.COA of Formula: C17H19N3O2S The title of the article was Preparation of two impurities of omeprazole. And the article contained the following:

To perform the quality control of omeprazole, two impurities of omeprazole 5-methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridinyl)methyl]sulfonyl]-1H-benzimidazole and 5-methoxy-2-[[(4-methoxy-3,5-dimethylpyridin-2-yl-1-oxide)methyl]sulfonyl]-1H-benzimidazole were prepared via condensation and oxidation from 5-methoxy-2-benzimidazolethiol and 2-chloromethyl-3,5-dimethyl-4-methoxypyridine. Their structures were confirmed by 1HNMR and MS. The experimental process involved the reaction of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole(cas: 73590-85-9).COA of Formula: C17H19N3O2S

The Article related to omeprazole impurity synthesis, Industrial Organic Chemicals, Leather, Fats, and Waxes: Manufacture Of Industrial Organic Chemicals and other aspects.COA of Formula: C17H19N3O2S

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

On April 30, 2009, Seenivasaperumal, Muthu; Federsel, Hans-Jurgen; Szabo, Kalman J. published an article.Quality Control of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole The title of the article was Mechanism of the asymmetric sulfoxidation in the esomeprazole process: effects of the imidazole backbone for the enantioselection. And the article contained the following:

The asym. sulfoxidation reaction of imidazole-based prochiral sulfides was studied to explore the mechanistic details of the highly efficient esomeprazole process, which is one of the few industrial scale catalytic asym. procedures. The synthetic studies revealed that the smallest subunit governing the selectivity in the esomeprazole process is an imidazole ring. Thus, by using the esomeprazole procedure Me imidazole sulfide could be oxidized as efficiently as its several functionalized derivatives, including pyrmetazol. However, alkylation of the imidazole nitrogen led to a major drop of the enantioselectivity. Our atm. pressure chem. ionization-mass spectrometry (APCI/MS) studies indicate that addition of small amounts of water to the reaction mixture facilitates the formation of mononuclear titanium species, which are the active catalytic intermediates of the selective oxidation reaction. One of the most important features of the esomeprazole procedure is that amine additives increase the enantioselectivity of the oxidation process. The NMR studies of the presumed reaction intermediates show that under catalytic conditions the amines are able to coordinate to titanium and dissociate the coordinated imidazole substrate. The d. functional theory (DFT) modeling studies provided new insights in the mechanism of the asym. induction. It was found that the oxidation requires a lower activation energy if the imidazole sulfide precursor does not coordinate to titanium. Two possible reaction paths were explored for this out of sphere oxidation mechanism. The most important interaction governing the enantioselection is hydrogen bonding between the N-H of the imidazole ring and the chiral tartrate ligand on titanium. Furthermore, the oxidation reaction imposes an important structural constraint to the TS structure involving a linear arrangement of the peroxide oxygens and the sulfur atom. This constraint and the N coordination of imidazole leads to a very strained structure for the inner sphere mechanism of the oxidation, which leads to a much higher activation barrier than the corresponding out of sphere process, and therefore it is unlikely. The experimental process involved the reaction of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole(cas: 73590-85-9).Quality Control of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole

The Article related to mechanism asym sulfoxidation esomeprazole process effect imidazole backbone enantioselection, Physical Organic Chemistry: Stereochemistry and Stereochemical Relationships, Including Conformational Inversions and Rotational Isomerization and other aspects.Quality Control of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem