Tag: 300-400

On November 15, 2013, Dai, Wen; Li, Jun; Chen, Bo; Li, Guosong; Lv, Ying; Wang, Lianyue; Gao, Shuang published an article.Related Products of 73590-85-9 The title of the article was Asymmetric Oxidation Catalysis by a Porphyrin-Inspired Manganese Complex: Highly Enantioselective Sulfoxidation with a Wide Substrate Scope. And the article contained the following:

The first genuinely promising porphyrin-inspired manganese-catalyzed asym. sulfoxidation method using hydrogen peroxide has been successfully developed, allowing for rapidly oxidation (0.5-1.0 h) of a wide variety of sulfides in high yields with excellent enantioselectivities (up to >99% ee). E.g., in presence of Mn(OTf)2, AcOH, and the porphyrin-inspired ligand (I), asym. oxidation of 3-ClC6H4SMe by hydrogen peroxide gave 82% sulfoxide (II, 97% ee). 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 manganese ligand catalyst asym oxidation sulfide, enantioselective synthesis sulfoxide, Benzene, Its Derivatives, and Condensed Benzenoid Compounds: Sulfoxides and Sulfones and other aspects.Related Products of 73590-85-9

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Esfandyari, Maryam; Heravi, Majid; Oskooie, Hossein; Fotouhi, Lida; Tajbakhsh, Mahmood; Bamoharram, Fatemeh published an article in 2017, the title of the article was H3PW12O40: an efficient and green catalyst for the facile and selective oxidation of sulfides to sulfoxides, applied to the last step of the synthesis of omeprazole.Application In Synthesis of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole And the article contains the following content:

Omeprazole, (6-methoxy-2-((4-methoxy-3,5-dimethylpyridin-2-yl)methylsulfinyl)-1H-benzimidazole) is a well-established prescribed drug, exhibits proton pump inhibitor activity. In this work, a novel, facile, economical and selective oxidation approach using H3PW12O40 as Keggin type heteropolyacids along with H2O2 in the last step of the conventional synthesis of this compound as well as its derivatives under environmental-benign conditions, is reported. This protocol can be well adopted for pilot plant scale giving a high pure pharmacopeia grade material. Our synthetic route involves the use of various heteropolyacids as heterogeneous catalysts. Due to the obtained results, it was concluded that Keggin type heteropolyacid , is an effective catalyst for this purpose. The optimized condition for the last step of this synthesis was applied to the synthesis of lansoprazole, pantoprazole, and rabeprazole. 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 In Synthesis of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole

The Article related to heteropolyacid omeprazole sulfoxide oxidation green catalyst proton pump inhibitor, Catalysis, Reaction Kinetics, and Inorganic Reaction Mechanisms: Catalytic Reactions and other aspects.Application In Synthesis of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Fu, Zi-Hao; Tian, Hao-Dong; Ni, Shao-Fei; Wright, James S.; Li, Ming; Wen, Li-Rong; Zhang, Lin-Bao published an article in 2022, the title of the article was Scalable selective electrochemical oxidation of sulfides to sulfoxides.Safety of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole And the article contains the following content:

An electrochem. protocol for the selective oxidation of sulfides RSR1 (R = Ph, 2-bromophenyl, pyridin-2-yl, etc.; R1 = Me, 3-hydroxypropyl, cyclohexyl, etc.) and e.g., dibenzothiophene to sulfoxides RS(O)R1 and dibenzothiophene sulfoxide has been developed in NaCl that plays a dual role: (1) as an electrolyte for the electrochem. transformations and (2) as a redox mediator to avoid oxidation of sensitive functional groups. Instead of a traditional oxidant, this methodol. utilized traceless electrons as an ideal oxidant using anodic oxidation to access sulfoxides in good to excellent yields at ambient temperature This metal-free electrochem. protocol is simple, environmentally friendly, and compatible with various sensitive functional groups using mixed acetone/water as the green solvent. Moreover, the cost-effective graphite felt electrodes can be reused up to ten times without loss of electrochem. activity. The methodol. could be easily conducted on a gram or even a decagram scale. 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 sulfoxide preparation green chem, sulfide scalable electrochem oxidation, 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

On November 25, 2015, Guo, Qirun; Hu, Yonghong; Yang, Wenge; Zhang, Tuan; Wu, Keyi; Yang, Shouhai; Shi, Ying published an article.Category: imidazoles-derivatives The title of the article was Thermodynamic models for determination of the solubility of omeprazole sulfide in (ethanol + ethyl acetate) binary solvent mixtures. And the article contained the following:

The solubility of omeprazole sulfide in (ethanol + Et acetate) binary solvent mixtures was measured within the temperature range from 277.65 to 333.15 K. The exptl. data were fitted using CNIBS/R-K equation and the Jouyban-Acree equation, resp. All the two equations were proven to give good representations of the exptl. values. Computational results showed that the CNIBS/R-K equation was superior to the other equation. The thermodn. properties of the solution process, including the Gibbs free energy, enthalpy and entropy, were calculated by the van’t Hoff anal. The values of both the enthalpy change and the standard molar Gibbs free energy change of solution were pos., which indicated that the process was endothermic. The experimental process involved the reaction of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole(cas: 73590-85-9).Category: imidazoles-derivatives

The Article related to omeprazole sulfide ethanol ethyl acetate solvent mixture thermodn solubility, Phase Equilibriums, Chemical Equilibriums, and Solutions: Nonelectrolytic Solutions and other aspects.Category: imidazoles-derivatives

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

On August 7, 2015, Talsi, Evgenii P.; Rybalova, Tatyana V.; Bryliakov, Konstantin P. published an article.Product Details of 73590-85-9 The title of the article was Isoinversion Behavior in the Enantioselective Oxidations of Pyridylmethylthiobenzimidazoles to Chiral Proton Pump Inhibitors on Titanium Salalen Complexes. And the article contained the following:

The oxidation of two pyridylmethylthiobenzimidazoles to proton pump inhibitors (S)-omeprazole and (R)-lansoprazole, and to their enantiomers, with H2O2 is achieved by using chiral titanium salalen complexes as catalysts. The latter ensure high enantioselectivities (up to 96% ee) and efficiencies (TN 200-300), with high sulfoxide yields (up to >96%). The oxidation enantioselectivities vary with temperature in a nonmonotonic manner, demonstrating isoinversion behavior. Maximum enantioselectivity is attained at 273路路路283 K, which temperature region may be recommended for preparative oxidations Kinetic peculiarities and the oxidation mechanism are discussed. The experimental process involved the reaction of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole(cas: 73590-85-9).Product Details of 73590-85-9

The Article related to isoinversion behavior enantioselective oxidation pyridylmethylthiobenzimidazole chiral proton pump inhibitor, Physical Organic Chemistry: Oxidation-Reduction, Including Dehydrogenation and Hydrogenolysis and other aspects.Product Details of 73590-85-9

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

On August 27, 2014, Radaram, Bhasker; Levine, Mindy published an article.Safety of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole The title of the article was A green bromination method for the synthesis of benzylic dibromides. And the article contained the following:

Reported herein is the identification of a new methodol. for the dibromination of benzylic diols. This method proceeds in moderate to good yields for a wide variety of electron-deficient, electron-neutral, and electron-rich aromatic substrates. Moreover, the reagent, 1,3-dibromo-5,5-dimethylhydantoin, and the solvent, THF, are substantially more environmentally benign than traditional solvents and reagents used for bromination. The utility of this methodol. was demonstrated in the high-yielding synthesis of a key intermediate in the synthesis of omeprazole. 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 benzylic dibromide green preparation, dibromination benzylic diol dibromo dimethylhydantoin, Benzene, Its Derivatives, and Condensed Benzenoid Compounds: Halides and Halonium Compounds and other aspects.Safety of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

On December 31, 2013, Li, Yihua; Yang, Wenge; Zhang, Tuan; Wang, Chaoyuan; Wang, Kai; Hu, Yonghong published an article.Category: imidazoles-derivatives The title of the article was Solubility of Omeprazole Sulfide in Different Solvents at the Range of 280.35-319.65 K. And the article contained the following:

Solubility data were measured for omeprazole sulfide in ethanol, 95 mass-% ethanol, Et acetate, isopropanol, methanol, acetone, n-butanol and n-propanol in the temperature range from 280.35 to 319.65 K by employing the gravimetric method. The solubilities increase with temperature and they are in good agreement with the calculated solubility of the modified Apelblat equation and the 位h equation. The exptl. solubility and correlation equation in this work can be used as essential data and model in the purification process of omeprazole sulfide. The thermodn. properties of the solution process, including the Gibbs energy, enthalpy, and entropy were calculated using the van’t Hoff equation. The experimental process involved the reaction of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole(cas: 73590-85-9).Category: imidazoles-derivatives

The Article related to solubility omeprazole sulfide solvent temperature range, gravimetric method, omeprazole sulfide, purification, solubility, solution thermodynamics, Phase Equilibriums, Chemical Equilibriums, and Solutions: Phase Equilibriums, Solubility and other aspects.Category: imidazoles-derivatives

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

On December 5, 2018, Su, Feng; Sun, Ziqing; Su, Weike; Liang, Xianrui published an article.Related Products of 73590-85-9 The title of the article was NMR investigation and theoretical calculations on the tautomerism of benzimidazole compounds. And the article contained the following:

The tautomerism of three benzimidazole compounds: Omeprazole sulfide, 1, (R)-Lansoprazole, 2, and Omeprazole sulfone, 3 were investigated by NMR with the effect of variant solvents and temperature The dielec. constant of the medium and the ability of solvents to form hydrogen bond with the tautomer had a profound effect on the tautomeric equilibration. The chem. shifts and resonance lines of compounds 1-3 differed greatly in different solvent system mainly due to intra- and intermol. hydrogen bonds. Variable temperature-NMR (VT-NMR) experiments showed that at 203 K the two tautomers of compound 1 were separated and determined to be 6:4 and those of compound 3 be 7:3. In contrast, compound 2 presented only one tautomer at the same temperature while the tautomerism was observed again with temperature increasing. The free energy of activation of the tautomeric interchange of compounds 1-3 were 13.77 kcal/mol, 13.47 kcal/mol and 13.06 kcal/mol, resp. D. function theory (DFT) calculations results showed the tautomers of compound 2 had higher energy differences among the three compounds demonstrating only one preferred conformation existed at 203 K. The preferred conformations of compounds 1 and 3 were also given. 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 omeprazole sulfide sulfone lansoprazole tautomerism hydrogen bond nmr, Physical Organic Chemistry: Rearrangements, Including Isomerization and Tautomerization and other aspects.Related Products of 73590-85-9

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Anselmi, Silvia; Liu, Siyu; Kim, Seong-Heun; Barry, Sarah M.; Moody, Thomas S.; Castagnolo, Daniele published an article in 2021, the title of the article was A mild and chemoselective CALB biocatalysed synthesis of sulfoxides exploiting the dual role of AcOEt as solvent and reagent.Related Products of 73590-85-9 And the article contains the following content:

A mild, chemoselective and sustainable CALB-biocatalyzed sulfoxidation of sulfides using AcOEt with a dual role of more environmentally friendly reaction solvent and enzyme substrate is reported. A series of sulfoxides Ar(CH2)nS(O)R [Ar = Ph, 4-MeC6H4, 2-ClC6H4, etc., R = Me, Et, n-Pr, etc., n = 0, 1], including the drug omeprazole, were synthesized in high yields and with excellent E-factors. 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 sulfoxide green preparation chemoselective candida antarctica lipase b catalyst, sulfide sulfoxidation candida antarctica lipase b biocatalyst, Benzene, Its Derivatives, and Condensed Benzenoid Compounds: Sulfoxides and Sulfones and other aspects.Related Products of 73590-85-9

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Zhang, Xu; Zhou, Rui; Qi, Zhengyuan; Chen, Liping; Yu, Lei published an article in 2022, the title of the article was PhSe(O)OH/Al(NO3)3-Catalyzed selectivity controllable oxidation of sulphide owing to the synergistic effect of Se, Al3+ and nitrate.Application of 73590-85-9 And the article contains the following content:

Selective oxidation of sulfides to produce sulfoxides or sulfones is a key technique in industry. In this paper, authors found that the reaction could be catalyzed by a PhSe(O)OH/Al(NO3)3 system in ethanol under mild conditions using H2O2 as the green oxidant. Interestingly, the reaction selectivity could be controlled by adjusting the employed H2O2 amount, affording a potentially applicable method for large scale productions. The synergistic effect of Se, Al3+ and nitrate is the key factor for the reaction. 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 sulfoxide sulfone preparation phenylseleninic acid aluminum nitrate catalyst, sulfide selective oxidation hydrogen peroxide green oxidant, Benzene, Its Derivatives, and Condensed Benzenoid Compounds: Sulfoxides and Sulfones and other aspects.Application of 73590-85-9

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem