Tag: M.W=100-200

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Isoquinoline compounds. IV. Synthesis of 1-[2-(3-pyridyl) ethyl] -6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline》. Authors are Livshits, R. S.; Evstigneeva, R. P.; Bainova, M. S.; Preobrazhenskii, N. A..The article about the compound:3-Pyridinepropionic acidcas:3724-19-4,SMILESS:OC(=O)CCC1=CC=CN=C1).Related Products of 3724-19-4. Through the article, more information about this compound (cas:3724-19-4) is conveyed.

Conventional esterification gave 80% Me nicotinate, b7 89-90°, m. 38°, which with N2H4.H2O gave 98-9% hydrazide, m. 158-9°; this with BzCl at 0° gave 96.5% N-Bz derivative, m. 185-6°, which, heated in (CH2OH)2 with Na2CO3 2 min. to 160° yielded 28-30% nicotinaldehyde, b12 85-90°, condensed with CH2(CO2H)2 to 3-pyridineacrylic acid, m. 232-3° (from EtOH). This (8 g.),40 ml. AcOH, 80 ml. HI (d. 1.71), and 3 g. red P refluxed 14-15 hrs. gave 90% 3-pyridinepropionic acid-HI, m. 163-4°, yielding with Na2HPO4 the free acid, m. 157-8° (from EtOH) [Et ester (75.7% with EtOH-HCl), b7 129-30°, nD20 1.4983, d2020 1.071; HCl salt, m. 95-6°; picrate, m. 81-2°]. The Et ester (3 g.) and 3 g. 3,4-(MeO)2C6H3CH2CH2NH2 heated with a few drops of pyridine 3 hrs. at 180° gave 80.7% N-(3,4-dimethoxyphenethyl)-3-pyridinepropionamide m. 103°, which heated with POCl3 2.5 hrs. at 100° yielded 85% 1-[2-(3-pyridyl)ethyl]-6,7-dimethoxy-3,4-dihydroisoquinoline, m. 88-9° (from petr. ether); HCl salt, m. 198-200° (from EtOH). The free base (1 g.), 30 ml. H2O, 4 g. Zn dust, and 0.1 g. CuSO4 treated with 3 ml. concentrated H2SO4 and gently heated 1 hr., then heated more strongly 2 hrs., gave 70% 1-[2-(3-pyridyl)ethyl]-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline, an oil; HCl salt, m. 241-3° (from EtOH).

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Reference:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: tert-Butyl 2-cyanoacetate, is researched, Molecular C7H11NO2, CAS is 1116-98-9, about New semi-rigid triphenylamine donor moiety for D-π-A sensitizer: Theoretical and experimental investigations for DSSCs.Application In Synthesis of tert-Butyl 2-cyanoacetate.

Four novel dyes featuring new semi-rigid triphenylamine donor groups have been synthesized and successfully employed as sensitizers in dye-sensitized solar cells (DSSCs). Opting for the new semi-rigid triphenylamine (tPA) electron-donating unit yielded a better Voc and Jsc resulting to a power conversion efficiency (PCE) which is 16% higher compared to a reference dye whose electron-donating group is a conventional tPA unit. D. functional theory (DFT) and time-dependent DFT calculations revealed the more favorable charge-transport properties of the dye based on the new semi-rigid donor unit. Among the synthesized dyes, the DSSC device based on Dhkx-4 dye in conjunction with I-based electrolyte achieved a PCE of 6.23%, with Voc of 0.661 V, Jsc of 13.31 mA cm-2, and FF of 0.71 under simulated AM 1.5 G condition. Therefore, the novel semi-rigid tPA donor unit presented in this work is a promising donor group for a sensitizer in DSSCs and systematic structural engineering of the presented designs could offer valuable contributions for the development of the photovoltaic devices.

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Reference:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Inorganica Chimica Acta called Synthesis, structure and luminescence study of two cadmium(II) coordination polymers with hetero donor ligands: Expansion of network dimensionality from 2D to 3D through hydrogen bonding, Author is Dalai, Sudipta; Chowdhuri, Durga Sankar; Bera, Madhusudan; Rana, Abhinandan; Guidolin, Nicol; Zangrando, Ennio, which mentions a compound: 3724-19-4, SMILESS is OC(=O)CCC1=CC=CN=C1, Molecular C8H9NO2, Synthetic Route of C8H9NO2.

Two coordination polymers of cadmium [Cd(pyp)2(H2O)2]n (1) and {[Cd2(pyzca)3(atr)(H2O)]·H2O}n (2) [pypH = 3-pyridinepropionic acid, pyzcaH = 2-pyrazinecarboxylic acid and atrH = 5-aminotetrazole] were synthesized and structurally characterized by x-ray single crystal diffraction anal. Both complexes display 2-dimensional structures that extend into a 3-dimensional network by hydrogen bonding. The crystal packing of both complexes is reinforced by π-π interactions between adjacent aromatic rings. The fluorescence study indicates intraligand π-π* charge transfer, which is the reason for emission in both the complexes.

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Reference:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Name: tert-Butyl 2-cyanoacetate. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: tert-Butyl 2-cyanoacetate, is researched, Molecular C7H11NO2, CAS is 1116-98-9, about Sulfoximines with α-Ketoester Functionalities at Nitrogen from Cyanoacetates and Air. Author is Wang, Chenyang; Wang, Han; Bolm, Carsten.

Sulfoximines with nitrogen-bound α-ketoester units were efficiently prepared by an operationally simple one-pot reaction sequence in air starting from methoxy(mesyloxy)iodobenzene, NH-sulfoximines and cyanoacetates. Key of the process was the in-situ formation of hypervalent iodine reagents, which served as electrophilic sulfoximidoyl sources.

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Reference:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 188637-75-4, is researched, SMILESS is NCC1=NC(Cl)=CC=C1, Molecular C6H7ClN2Journal, Article, Organic Letters called Direct Catalytic Asymmetric α-Allylic Alkylation of Aza-aryl Methylamines by Chiral-Aldehyde-Involved Ternary Catalysis System, Author is Zhu, Fang; Shen, Qi-Wen; Wang, Wen-Zhe; Wu, Zhu-Lian; Cai, Tian; Wen, Wei; Guo, Qi-Xiang, the main research direction is allyl alc ester heteroaryl methylamine chiral aldehyde allylic alkylation; tertiary butyl quinolinyl arylbutenyl carbamate preparation enantioselective.Recommanded Product: 188637-75-4.

A ternary catalytic system comprising a chiral aldehyde, a transition metal, and a Lewis acid was rationally designed for the asym. α-allylic alkylation reaction of aza-aryl methylamines and π-allylmetal electrophiles. Structural diversity chiral amines bearing carbon-carbon double bonds and aza-heterocycles were produced in moderate to good yields with good to excellent enantioselectivities. These products was readily converted into other chiral amines without the loss of enantioselectivity. A reasonable reaction mechanism was proposed to illustrate the stereoselective control results.

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Reference:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Formula: C7H11NO2. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: tert-Butyl 2-cyanoacetate, is researched, Molecular C7H11NO2, CAS is 1116-98-9, about An Air- and Water-Stable Hydrogen-Bond-Donor Catalyst for the Enantioselective Generation of Quaternary Carbon Stereocenters by Additions of Substituted Cyanoacetate Esters to Acetylenic Esters. Author is Luu, Quang H.; Gladysz, John A..

The chiral enantiopure cobalt(III) complex Δ-[Co((S,S)-dpen)3]3+ 2Cl- B(C6F5)4- (dpen = 1,2-diphenylethylenediamine) was found to be an effective catalyst, together with pyridine (10 mol% each), for enantioselective additions of substituted cyanoacetate esters R1CH(CN)CO2R2 (R1 = H2C:CHCH2, Ph, PhCH2, 1-naphthylmethyl, 3-furylmethyl, etc.; R2 = Et, t-Bu) to acetylenic esters R3CCCO2R4 (R3 = H, MeO2C, EtO2C; R4 = Me, Et, t-Bu). The resulting adducts I were formed predominantly with the CO2R4 moiety trans to new carbon-carbon bond (avg. ratio 98:2) and with 70-98% ee (avg. 86%). NMR experiments showed that cyanoacetate and acetylenic esters and pyridine can hydrogen bond to certain NH groups of the catalyst. The reaction rates are zero order in cyanoacetate and acetylenic esters as well as catalyst.

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Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Pentanidium-catalyzed direct assembly of vicinal all-carbon quaternary stereocenters through C(sp3)-C(sp3) bond formation, published in 2021, which mentions a compound: 1116-98-9, mainly applied to vicinal all carbon quaternary stereocenter compound preparation enantioselective diastereoselective; racemic tertiary bromide secondary carbanion substitution reaction pentanidium catalyst, SDS of cas: 1116-98-9.

The stereoselective construction of vicinal all-carbon quaternary stereocenters has long been a formidable synthetic challenge. Direct asym. coupling of a tertiary carbon nucleophile with a tertiary carbon electrophile is the most straightforward approach, but it is sterically and energetically disfavored. Herein, a catalytic asym. substitution, where racemic tertiary bromides coupled directly with racemic secondary or tertiary carbanion, creating a series of congested C(sp3)-C(sp3) bonds, including isolated all-carbon quaternary stereocenters, vicinal tertiary/all-carbon quaternary stereocenters and vicinal all-carbon quaternary stereocenters was described. Using pentanidium as a catalyst, this double stereoconvergent process afforded substituted products in good enantioselectivities and diastereoselectivities.

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Reference:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application In Synthesis of 3-Pyridinepropionic acid. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: 3-Pyridinepropionic acid, is researched, Molecular C8H9NO2, CAS is 3724-19-4, about Photoinduced decarboxylative borylation of carboxylic acids. Author is Fawcett, Alexander; Pradeilles, Johan; Wang, Yahui; Mutsuga, Tatsuya; Myers, Eddie L.; Aggarwal, Varinder K..

The conversion of widely available carboxylic acids into versatile boronic esters would be highly enabling for synthesis. Authors found that this transformation can be effected by illuminating the N-hydroxyphthalimide ester derivative of the carboxylic acid under visible light at room temperature in the presence of the diboron reagent bis(catecholato)diboron. A simple workup allows isolation of the pinacol boronic ester. Exptl. evidence suggests that boryl radical intermediates are involved in the process. The methodol. is illustrated by the transformation of primary, secondary, and tertiary alkyl carboxylic acids as well as a diverse range of natural-product carboxylic acids, thereby demonstrating its broad utility and functional group tolerance.

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Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Quality Control of 3-Pyridinepropionic acid. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 3-Pyridinepropionic acid, is researched, Molecular C8H9NO2, CAS is 3724-19-4, about Thermoresponsive organometallic arene ruthenium complexes for tumour targeting. Author is Clavel, Catherine M.; Paunescu, Emilia; Nowak-Sliwinska, Patrycja; Dyson, Paul J..

Application of mild hyperthermia can increase the cytotoxicity of anticancer drugs in tumor cells. In this report, we describe low mol. weight thermoactive ruthenium-based drugs with fluorous chains that are selectively triggered by mild hyperthermia. The organometallic complexes were prepared, characterized, and evaluated for their in vitro cytotoxicity against a panel of human cancer cell lines and non-cancerous immortalized cells. The compounds show considerable chemo-thermal selectivity towards cancer cells (ca. 5 μM vs. >500 μM for healthy cells) for the compound with the longest fluorous chain.

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Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: tert-Butyl 2-cyanoacetate, is researched, Molecular C7H11NO2, CAS is 1116-98-9, about Synthesis and structure of dialkyl (Z)-3-amino-2-cyano-4-diazopent-2-enedioates, the main research direction is dialkyl aminocyanodiazopentenedioate preparation diastereoselective DFT study; tosyl azide alkyl cyanoacetate diazo transfer reaction pyridine.Formula: C7H11NO2.

Diazo-transfer reaction of tosyl azide and alkyl 2-cyanoacetates in the presence of pyridine at 0° gives the corresponding alkyl 2-cyano-2-diazoacetates. This material readily underwent nucleophilic attack by pyridinium 1-cyano-2-alkoxy-2-oxoethan-1-ide to form dialkyl (Z)-3-amino-2-cyano-4-diazopent-2-enedioates. The X-ray structure of a typical product is reported, as well as DFT computational studies that illuminate the structural features of these stable diazo compounds

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Reference:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem