Tag: 100-200

Methylation of benzimidazole- and benzothiazolecarboxaldoximes was written by Poziomek, E. J.;Poirier, R. H.;Morin, R. D.;Page, T. F. Jr.. And the article was included in Journal of Organic Chemistry in 1963.Related Products of 3012-80-4 This article mentions the following:

Conversion of 1,2-dimethylbenzimidazole, m. 109-10掳, gave 1-methylbenzimidazole-2-carboxaldehyde, m. 107-8掳, 位 5.9 渭; oxime m. 224-5掳. The oxime (0.3 g.) kept 2 days at 20掳 with excess MeI in MeOH-EtOH gave 0.1 g. 1,3-dimethyl-2-formylbenzimidazolium iodide oxime (I), m. 204-5掳 (decomposition). Benzothiazole-2-carboxaldehyde, m. 75-6掳 (petr. ether), recrystallized from MeOH to give the hemiacetal, m. 89-91掳, gave the corresponding oxime (II), m. 168-9掳. II (11.5 g.) and 24.6 g. MeI in 75 ml. 4:1 PhNO₂-EtOH refluxed 11 hrs. and the solution kept 1 week at 20掳, filtered and the residual red-brown solid (11.0 g.) boiled in 300 ml. MeOH with activated C, the solution gradually diluted with Et₂O and cooled gave 0.4 g. N-methyl-2-formyl-3-methylbenzothiazolium iodide oxime (III, R = Me) (IV), m. 226-8掳, 7.6 g. mixture, m. 198-200掳, containing 75% 2-formyl-3-methylbenzothiazolium iodide oxime (V); and 1.0 g. V, m. 203-4掳 (decomposition), neutralization equivalent 322, pK_a 6.3 (H₂O), 位 329 m渭 (0.1N HCl), 位 363 m渭 (0.1N NaOH). The more facile synthesis of I than of V was understandable in light of the more basic center in the 1-methylbenzimidazole ring. Failure to find hydriodides III (R = H) or the MeO compound (VI, R = H) indicated that the ring N atoms were not hindered sterically to any serious extent. II (2.4 g.) and 5 ml. MeI refluxed 24 hrs. in 15 ml. MeOH and the concentrated solution diluted with Et₂O, separated from 1.3 g. solid, m. 189-90掳 (decomposition), and the filtrate evaporated, the recovered II (1.6 g.) refluxed 6 hrs. in MeOH with MeI and the product (0.3 g.) isolated, the 2 crops (1.6 g.) taken up in 100 ml. MeOH-EtOH and treated with Norit, the filtered solution concentrated to 50 ml. and cooled yielded 28% V. II (5.0 g.) in 100 ml. hot MeOH treated with 8 g. MeONH₂.HCl and the mixture heated 30 min. on a steam bath, diluted to incipient cloudiness, and cooled gave 4.6 g. O-methylbenzothiazole-2-carboxaldoxime, m. 65-8掳, converted (4.0 g.) by refluxing 85 hrs. with 10 ml. MeI in 75 ml. MeOH and diluting the cooled mixture with Et₂O to give 0.6 g. orange VI (R = Me). Similarly II was converted by use of HONHMe.HCl to give 26% IV, m. 233-5掳, exhibiting an infrared spectrum identical with the side-product isolated in the methylation of II. The nuclear magnetic resonance spectrum of I in D₂O gave a singlet at 522 cycles/sec., a sym. multiplet at 468 cycles/sec., and a single sharp peak at 249 cycles/sec. The :NOH proton resonance at 740 cycles/sec. was observed in redistilled dry MeCN. Structure proof of V was achieved on the basis of elemental analyses, neutralization equivalent, and infrared and ultraviolet spectral observations. I, pK_a 7.0, and V, pK_a 6.3, are the most acidic of the reported heterocyclic aldoxime methiodides. The low pK_a of I relative to the high basicity of its heterocyclic nucleus was discussed in terms of configuration and ring substitution position. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4Related Products of 3012-80-4).

1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4) belongs to imidazole derivatives. Imidazole is a heterocyclic compound with a five-membered planar ring. It is amphoteric and highly polar. The pharmacophore of imidazole exists in bioactive compounds including amino acids, plant growth regulators and therapeutic agents.n increase of the alkyl chain length of the alcohols. Related Products of 3012-80-4

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

EPR and polarography of nitro azoles. 2. Nitroimidazoles was written by Vakul’skaya, T. I.;Larina, L. I.;Nefedova, O. B.;Petukhov, L. P.;Voronkov, M. G.;Lopyrev, V. A.. And the article was included in Khimiya Geterotsiklicheskikh Soedinenii in 1979.Name: 1-Methyl-4-nitroimidazole This article mentions the following:

Polarog. half-wave potentials (E) were determined for I (R = H, Me, Et; R¹ = H, Me), II (R = Me, Et; R¹ = H, Me), and III (R = H, Me, Et), and ESR parameters were determined for the resulting anion radicals. When R in I, II, and III was H, dianion radicals were formed in a stepwise manner; when R was alkyl, monoanion radicals were formed. The magnitude of a^NO2 increased with increasing magnitude of E. In the dianion radicals >60% of the spin d. was concentrated on the NO₂ group; in the monoanion radicals this figure was 45-50%. The degree of spin d. transfer to the ring decreased in the order III > II > I. In the experiment, the researchers used many compounds, for example, 1-Methyl-4-nitroimidazole (cas: 3034-41-1Name: 1-Methyl-4-nitroimidazole).

1-Methyl-4-nitroimidazole (cas: 3034-41-1) belongs to imidazole derivatives. Many natural products, especially alkaloids, contain the imidazole ring. These imidazoles share the 1,3-C3N2 ring but feature varied substituents. The pharmacophore of imidazole exists in bioactive compounds including amino acids, plant growth regulators and therapeutic agents.n increase of the alkyl chain length of the alcohols. Name: 1-Methyl-4-nitroimidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

A Convenient Method for the Synthesis of DNA-Recognizing Polyamides in Solution was written by Xiao, Junhua;Yuan, Gu;Huang, Weiqiang;Chan, Albert S. C.;Lee, K.-L. Daniel. And the article was included in Journal of Organic Chemistry in 2000.Quality Control of Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate This article mentions the following:

A convenient method for the synthesis of polyamides containing N-methylpyrrole (Py) and N-methylimidazole (Im) in solution has been developed. Most of the building blocks have been prepared by a haloform reaction in a simple way that avoided column chromatog. By use of the DCC/HOBT coupling reaction, the building blocks prepared have been effectively connected to construct a variety of subchains and polyamides without employing amino protection and deprotection. By use of the present method, an eight-ring polyamide, PyPyPyPy纬PyImImPy尾Dp (纬 is 纬-aminobutyric acid, 尾 is 尾-alanine, Dp is N,N-dimethylpropyldiamine), has been synthesized by the coupling of two four-ring subchains in one step. In the experiment, the researchers used many compounds, for example, Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate (cas: 109012-23-9Quality Control of Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate).

Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate (cas: 109012-23-9) belongs to imidazole derivatives. Many natural products, especially alkaloids, contain the imidazole ring. These imidazoles share the 1,3-C3N2 ring but feature varied substituents. Imidazole based anticancer drug find applications in cancer chemotherapy. It is used as buffer component for purification of the histidine tagged recombinant proteins in immobilized metal-affinity chromatography (IMAC).Quality Control of Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Process based screening method and systems analysis for pre-combustion carbon capture using ionic liquids was written by Basha, Omar M.. And the article was included in Computer-Aided Chemical Engineering in 2019.Related Products of 35487-17-3 This article mentions the following:

Despite extensive exptl. work investigating CO2 solubility in many Ionic Liquids (IL), identifying the most appropriate IL for pre-combustion CO2 capture from a techno-economic perspective, remains highly iterative, due to the significant importance of parameters such as mass transfer efficiency and ease of solvent separation, which are often overlooked during exptl. investigations. In this work, a process-based screening method has been developed based on the phys. properties of the ILs, the screening method has four main criteria, namely: 1. Mass transfer, 2. Ease of solvent regeneration, 3. CO2 solubility and 4. H2S solubility Correlations have been developed for each of the four criteria to allow for direct comparison of ILs, and the screening method was used to identify the seven most promising ILs from a database of 295 ILs. The seven ILs where then compared in AspenPlus using a conceptual process containing one absorption, three separation and one compression stage, and a systems anal. was subsequently conducted to compare the ILs using two main criteria, the net power requirement and the cost of CO2 capture. The IL [bmim][NfO] was determined to have the lowest power requirement and lowest CO2 capture cost, whereas [hmim][bti] had the highest values. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-imidazol-3-ium chloride (cas: 35487-17-3Related Products of 35487-17-3).

1-Methyl-1H-imidazol-3-ium chloride (cas: 35487-17-3) belongs to imidazole derivatives. Imidazole derivatives generally have good solubility in protic solvents. Simple imidazole derivatives, such as 1H-imidazole, 2-methyl-1H-imidazole, and 1,2-dimethylimidazole, have very high solubility in water. Imidazole based anticancer drug find applications in cancer chemotherapy. It is used as buffer component for purification of the histidine tagged recombinant proteins in immobilized metal-affinity chromatography (IMAC).Related Products of 35487-17-3

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Environmentally Friendly Recycling of Fuel-Cell Membrane Electrode Assemblies by Using Ionic Liquids was written by Balva, Maxime;Legeai, Sophie;Leclerc, Nathalie;Billy, Emmanuel;Meux, Eric. And the article was included in ChemSusChem in 2017.Name: 1-Methyl-1H-imidazol-3-ium chloride This article mentions the following:

The Pt nanoparticles used as the catalyst in proton exchange membrane fuel cells (PEMFCs) represent 鈭?6% of the total price of the cells for a large-scale production, and this is one of the barriers to their commercialization. Therefore, the recycling of the Pt catalyst could be the best alternative to limit the production costs of PEMFCs. The usual recovery routes for spent catalysts containing Pt are pyro-hydrometallurgical processes in which a calcination step is followed by aqua regia treatment, and these processes generate fumes and NO_x emissions, resp. The electrochem. recovery route proposed here is more environmentally friendly, performed under soft temperature conditions, and does not result in any gas emissions. It consists of the coupling of the electrochem. leaching of Pt in chloride-based ionic liquids (ILs), followed by its electrodeposition. The leaching of Pt was studied in pure ILs and in ionic-liquid melts at different temperatures and with different chloride contents. Through the modulation of the composition of the ionic-liquid melts, it is possible to leach and electrodeposit the Pt from fuel-cell electrodes in a single-cell process under an inert or ambient atm. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-imidazol-3-ium chloride (cas: 35487-17-3Name: 1-Methyl-1H-imidazol-3-ium chloride).

1-Methyl-1H-imidazol-3-ium chloride (cas: 35487-17-3) belongs to imidazole derivatives. 1H-imidazole is an imidazole tautomer which has the migrating hydrogen at position 1. It is a conjugate base of an imidazolium cation. It is a conjugate acid of an imidazolide. It is a tautomer of a 4H-imidazole. Many drugs contain an imidazole ring, such as certain antifungal drugs, the nitroimidazole series of antibiotics, and the sedative midazolam.Name: 1-Methyl-1H-imidazol-3-ium chloride

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

AM1 and PM3 study of the protonation tautomerization and valence tautomerization of some 4-substituted imidazoles was written by Ogretir, Cemil;Yarligan, Selma. And the article was included in Journal of Molecular Structure: THEOCHEM in 1998.Related Products of 3034-41-1 This article mentions the following:

The gas-phase geometries, relative stabilities, ionization potentials and proton affinities of the different tautomers of some 4-substituted imidazoles and their N-Me derivatives were calculated with full geometry optimization. The predominance of the a (i.e. 1H-form) form with an electron-acceptor group at the 4-position over the b (i.e. 3H-form) form and the predominance of the b (i.e. 3H-form) form with an electron-donor group at the 4-position over the a (i.e. 1H-form) form were confirmed. A correlation between exptl. obtained acidity constants, pK_a, and calculated proton affinities was detected. In the experiment, the researchers used many compounds, for example, 1-Methyl-4-nitroimidazole (cas: 3034-41-1Related Products of 3034-41-1).

1-Methyl-4-nitroimidazole (cas: 3034-41-1) belongs to imidazole derivatives. The solubility of imidazoles in ethers is lower than that in alcohols and decreases with increasing chain length of the ethers . In contrast, the solubility of benzimidazoles in alcohols (C3鈥揅6) is higher than in water and generally decreases with a Imidazole derivatives have antibacterial, antifungal and anticancer functionality. It interacts with DNA and also binds to protein and stops cell division.Related Products of 3034-41-1

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Direct Access to Highly Enantioenriched 伪-Branched Acrylonitriles through a One-Pot Sequential Asymmetric Michael Addition/Retro-Dieckmann/Retro-Michael Fragmentation Cascade was written by Duchemin, Nicolas;Cattoen, Martin;Gayraud, Oscar;Anselmi, Silvia;Siddiq, Bilal;Buccafusca, Roberto;Daumas, Marc;Ferey, Vincent;Smietana, Michael;Arseniyadis, Stellios. And the article was included in Organic Letters in 2020.COA of Formula: C6H8N2O This article mentions the following:

A highly enantioselective synthesis of 伪-branched acrylonitriles is reported featuring a one-pot sequential asym. Michael addition/retro-Dieckmann/retro-Michael fragmentation cascade. The method, which relies on a solid, bench-stable, and com. available acrylonitrile surrogate, is practical, scalable, and highly versatile and provides a direct access to a wide range of enantioenriched nitrile-containing building blocks. Most importantly, the method offers a new tool to incorporate an acrylonitrile moiety in an asym. fashion. In the experiment, the researchers used many compounds, for example, 1-(1-Methyl-1H-imidazol-2-yl)ethanone (cas: 85692-37-1COA of Formula: C6H8N2O).

1-(1-Methyl-1H-imidazol-2-yl)ethanone (cas: 85692-37-1) belongs to imidazole derivatives. Imidazole is the basic core of some natural products such as histidine, purine, histamine and DNA based structures, etc. Among the different heterocyclic compounds, imidazole is better known due to its broad range of chemical and biological properties. Imidazole is incorporated into many important biological compounds. The most pervasive is the amino acid histidine, which has an imidazole side-chain. Histidine is present in many proteins and enzymes, e.g. by binding metal cofactors, as seen in hemoglobin.COA of Formula: C6H8N2O

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Valorization of Sugar Beet Pulp via Torrefaction with a Focus on the Effect of the Preliminary Extraction of Pectins was written by Brachi, Paola;Riianova, Evelina;Miccio, Michele;Miccio, Francesco;Ruoppolo, Giovanna;Chirone, Riccardo. And the article was included in Energy & Fuels in 2017.Synthetic Route of C4H5N3O This article mentions the following:

An agro-industrial residue, i.e., sugar beet pulp, was taken into consideration in this work as a feedstock for valorization as a solid fuel and, potentially, as a source of valuable biochems. obtainable from the torgas condensable fraction. To this end, an exptl. program based on torrefaction of such a residue after pectin extraction (PE-SBP) was performed. The alternative scenario of raw sugar beet pulp (raw-SBP) torrefaction was also investigated for comparison. Raw biomasses and torrefaction products were analyzed by different techniques including thermogravimetric anal. and derivative thermogravimetry (TGA-DTG), Fourier transform IR spectroscopy (FTIR), gas chromatrog. coupled to mass spectrometry (GC/MS), and proximate and ultimate analyses. This allowed the comparative investigation of the role played by the pectin extraction method and the torrefaction temperature on the process performance and main properties of the resulting solid products. Outcomes showed that light torrefaction (200-240 掳C) is a suitable and more energy-efficient process for production of high quality solid fuels from SBP. Moreover, it resulted that PE-SBP is better than raw-SBP as a feedstock due to its lower nitrogen and ash content. In the experiment, the researchers used many compounds, for example, 1H-Imidazole-4-carboxamide (cas: 26832-08-6Synthetic Route of C4H5N3O).

1H-Imidazole-4-carboxamide (cas: 26832-08-6) belongs to imidazole derivatives. Imidazole derivatives generally have good solubility in protic solvents. Simple imidazole derivatives, such as 1H-imidazole, 2-methyl-1H-imidazole, and 1,2-dimethylimidazole, have very high solubility in water. Imidazole has been usedin the lysis, wash and elution buffer for the purification of histidine tagged Sonic Hedgehog(shh-N) protein, in elution buffer in stepwise gradient for the purification of histidine tagged aldo keto reductases using nickel affinity chromatography, as a component of homogenization buffer for the purification of phagosomal compartments from dendritic cells.Synthetic Route of C4H5N3O

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Metal-free oxidative decarbonylative halogenation of fused imidazoles was written by Singh, Davinder;Tali, Javeed Ahmad;Kumar, Gulshan;Shankar, Ravi. And the article was included in New Journal of Chemistry in 2021.Synthetic Route of C9H8N2O This article mentions the following:

An efficient strategy was developed for the deformylative halogenation of carbaldehyde imidazo-fused heterocycles in the presence of TBHP controlled by temperature A convenient and sequential functionalization (C8 to C3) portrayed the synthetic utility of the current method. N-Heterocycle benzamide products were also observed via the ring opening of imidazopyridines through the cleavage of C-C bond at high temperatures Features of this method included temperature-controlled excellent regioselectivity, mild conditions and functional group tolerance. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4Synthetic Route of C9H8N2O).

1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4) belongs to imidazole derivatives. 1H-imidazole is an imidazole tautomer which has the migrating hydrogen at position 1. It is a conjugate base of an imidazolium cation. It is a conjugate acid of an imidazolide. It is a tautomer of a 4H-imidazole. Imidazole also acts as a microtubule destabilizing agents and inhibits topoisomerase and Cytochrome P450 Family 26 Subfamily A Member 1 (CYP26A1) enzymes.Synthetic Route of C9H8N2O

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthesis of heteroxanthine from a derivative of imidazole was written by Sarasin, J.;Wegmann, E.. And the article was included in Helvetica Chimica Acta in 1924.Application In Synthesis of 1-Methyl-4-nitroimidazole This article mentions the following:

S. and W. describe a new synthesis of 7-methylxanthine from an imidazole derivative, by closing the pyrimidine ring, an operation which has not been previously effected. 1-Methyl-4-nitro-5-chloroimidazole (I) is obtained in theoretical yield from 1-methyl-5-chloroimidazole (b. 200掳) (II) by dissolving in dilute HNO₃ to form the nitrate, treating the latter with cold concentrated H₂SO₄, heating the mixture on the water bath for 2 hrs., and pouring the product on ice; it m. 147-8掳, and is insoluble in acids and dilute alkalies. The isomeric 1-methyl-5-nitro-4-chloroimidazole (III), obtained by the same method from 1-methyl-4-chloroimidazole; m. 77-8掳. I and III are reduced at 0掳 by Sn and HCl to the corresponding methylchloroaminoimidazoles which were not obtained in the pure state. I heated for several hrs. on the H₂O bath in EtOH with 2 mols. KCN and 0.1 mol. KI yields 85% 1-methyl-4-nitro-5-cyanoimidazole (IV), m. 141-2掳, insoluble in acids and dilute alkalies. 1-Methyl-4-nitroimidazole-5-carboxamide (V), obtained in 90% yield when IV is heated for 2 hrs. on the H₂O bath with 8 times its weight of concentrated H₂SO₄ and the product is poured on ice, m. 257-8掳 (decomposes), insoluble in acids and alkalies, saponified with great difficulty; a small amount of the acid (VI) is obtained by prolonged action of concentrated HCl. VI m. 160掳 with evolution of CO₂ and formation of 1-methyl-4-nitroimidazole (VII), m. 133-40掳, which is also obtained by heating V in a sealed tube at 120掳 with HCl. Reduction of VII by Sn and HCl at 0掳 and hydrolysis of the product by heating under pressure with HCl, gives NH₄Cl and sarcosine-HCl, m. 168-9掳; this reaction establishes the constitution of II and VII. V is reduced at 0掳 by Sn and HCl to the corresponding amine, 1-methyl-4-aminoimidazole-5-carboxamide (VIII), m. 184-5掳, decomposed when heated with water or dilute alkalies with evolution of NH₃; HCl salt, m. 214-5掳. 7-Methylxanthine (heteroxanthine) obtained in 38% yield by heating 0.4 g. of VIII for 8 hrs. in a sealed tube at 160-70掳 with an equal weight of CO(OEt)₂, m. 380掳 (browning and evolution of gas). A mixture of the substance with heteroxanthine prepared from theobromine melts at the same temperature The murexide reaction is given with KClO₃ and HCl. In the experiment, the researchers used many compounds, for example, 1-Methyl-4-nitroimidazole (cas: 3034-41-1Application In Synthesis of 1-Methyl-4-nitroimidazole).

1-Methyl-4-nitroimidazole (cas: 3034-41-1) belongs to imidazole derivatives. Among the different heterocyclic compounds, imidazole is better known due to its broad range of chemical and biological properties. Imidazole has become an important synthon in the development of new drugs. Imidazole is incorporated into many important biological compounds. The most pervasive is the amino acid histidine, which has an imidazole side-chain. Histidine is present in many proteins and enzymes, e.g. by binding metal cofactors, as seen in hemoglobin.Application In Synthesis of 1-Methyl-4-nitroimidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem