Month: April 2022

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Dihydropyridines. VII. Reactions of symmetrically alkylated 3,5-dicyanopyridines with sodium borohydride》. Authors are Kuthan, J.; Janeckova, E..The article about the compound:Pyridine-3,5-dicarbonitrilecas:1195-58-0,SMILESS:N#CC1=CC(C#N)=CN=C1).SDS of cas: 1195-58-0. Through the article, more information about this compound (cas:1195-58-0) is conveyed.

cf. ibid. 1495; CA 60, 6817d. NaBH4 reduction of 3,5-dicyanopyridines I-VI gave 3,5-dicyano-1,2- and 1,4-dihydropyridines VII-XVII. I and LiAlH4 gave a mixture of VII and VIII which was separated by chromatography. Two procedures were used in the reduction of I-VI: Method A. EtOH (0.2 ml.) was added to a mixture of 38 mg. NaBH4 and 0.001 mole ground I-VI, and the precipitated product washed with 2.5 ml. cold H2O. Method B. NaBH4 (150 mg.) was added to a mixture of 0.002 mole I-VI and 5 ml. EtOH, the solution diluted with H2O to ∼80 ml. after several hrs., and the precipitated filtered off (starting compound, method, product, % yield, and m.p. given): I, B, VIII, 62, 205-6° (dilute EtOH); I, A, VII, 188-9° (Me2CO-cyclohexane) (VIII was also obtained); II, A, IX, 50, 214-15° (dilute EtOH); III, A, X + XI (92:8), 44, 154-72° (mixture); IV, B, XII, 89, 232-3° (MeOH); V, B, XIV + XV (71:29), 69, 138-69° (mixture); VI, -, XVI + XVII (86:14), 77, 108-22° (mixture). Similar results were obtained by reduction of I-IV with LiAlH4. Oxidation of 1.73 g. 3,5-dicyano-2-methyl-4-ethyl-1,2-dihydropyridine in 70 ml. EtOH with Ag2O from 7 g. AgNO3 gave 91% 3,5-dicyano-2-methyl-4-ethylpyridine (XVIII), m. 68-8.5°, sublimed 55-60°/0.4 mm. Treatment of 1.28 g. XVIII with MeMgI prepared from 750 mg. Mg and 1.9 ml. MeI gave 61% XVII, m. 101-2° (dilute acetone), which was oxidized with MnO2 to VI, m. 70-1°.

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Synthetic Route of C8H12Cl2Pt. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: Dichloro(1,5-cyclooctadiene)platinum(II), is researched, Molecular C8H12Cl2Pt, CAS is 12080-32-9, about pH-mediated colorimetric and luminescent sensing of aqueous nitrate anions by a platinum(II) luminophore@mesoporous silica composite. Author is Norton, Amie E.; Sharma, Malvika; Cashen, Christina; Dourges, Marie-Anne; Toupance, Thierry; Krause, Jeanette A.; Motkuri, Radha Kishan; Connick, William B.; Chatterjee, Sayandev.

Increased levels of nitrate (NO3-) in the environment can be detrimental to human health. Herein, we report a robust, cost-effective, and scalable, hybrid material-based colorimetric/luminescent sensor technol. for rapid, selective, sensitive, and interference-free in situ NO3- detection. These hybrid materials are based on a square-planar platinum(II) salt [Pt(tpy)Cl]PF6 (tpy = 2,2′;6′,2′′-terpyridine) supported on mesoporous silica. The platinum salt undergoes a vivid change in color and luminescence upon exposure to aqueous NO3- anions at pH ≤ 0 caused by substitution of the PF6- anions by aqueous NO3-. This change in photophysics of the platinum salt is induced by a rearrangement of its crystal lattice that leads to an extended Pt···Pt···Pt interaction, along with a concomitant change in its electronic structure. Furthermore, incorporating the material into mesoporous silica enhances the surface area and increases the detection sensitivity. A NO3- detection limit of 0.05 mM (3.1 ppm) is achieved, which is sufficiently lower than the ambient water quality limit of 0.16 mM (10 ppm) set by the United States Environmental Protection Agency. The colorimetric/luminescence of the hybrid material is highly selective to aqueous NO3- anions in the presence of other interfering anions, suggesting that this material is a promising candidate for the rapid NO3- detection and quantification in practical samples without separation, concentration, or other pretreatment steps.

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Safety of 1-(4-Chlorophenyl)pyrrolidin-2-one. So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic. Compound: 1-(4-Chlorophenyl)pyrrolidin-2-one, is researched, Molecular C10H10ClNO, CAS is 7661-33-8, about Utilization of Cyclic Amides as Masked Aldehyde Equivalents in Reductive Amination Reactions.

An operationally simple protocol has been discovered that couples primary or secondary amines with N-aryl-substituted lactams to deliver differentiated diamines in moderate to high yields. The process allows for the partial reduction of a lactam in the presence of Cp2ZrHCl (Schwartz’s reagent), followed by a reductive amination between the resulting hemiaminal and primary or secondary amine. These reactions can be telescoped in a one-pot fashion to significantly simplify the operation. The scope of amines and substituted lactams of various ring sizes was demonstrated through the formation of a range of differentiated diamine products. Furthermore, this methodol. was expanded to include N-aryl pyrrolidinone substrates with an enantiopure ester group at the 5-position, and α-amino piperidinones were prepared with complete retention of stereochem. information. The development of this chem. has enabled the consideration of lactams as useful synthons.

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Pratt, J. Richard; Massey, W. Dale; Pinkerton, Frank H.; Thames, Shelby F. published the article 《Organosilicon compounds. XX. Synthesis of aromatic diamines via trimethylsilyl-protecting aniline intermediates》. Keywords: protective group trimethylsilyl aniline; silyl trimethyl protective aniline; diamine aromatic; amine di aromatic; dinitrile lithioaniline; nitrile di lithioaniline; aniline lithio silyl keto; imine lithio; carbonyl compound diamino; keto di diamine; silicon diamine.They researched the compound: Pyridine-3,5-dicarbonitrile( cas:1195-58-0 ).Category: alcohols-buliding-blocks. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:1195-58-0) here.

A synthetic approach utilizing a Me3Si protecting group was used to produce Si and diketo containing diamines. Thus, the halogen-metal interchange of N,N-bis(trimethylsilyl)bromoanilines with BuLi in ether produced Li derivatives, which were treated with dichloro silanes or dinitriles to afford the N,N-bis(trimethylsilyl)silicon containing dianilines or the corresponding lithioimines, resp. Hydrolysis removed the trimethylsilyl protecting groups and converted the lithioimines to the carbonyl compounds to afford the free diamines.

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The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: Pyridine-3,5-dicarbonitrile, is researched, Molecular C7H3N3, CAS is 1195-58-0, about Optimizing Open Iron Sites in Metal-Organic Frameworks for Ethane Oxidation: A First-Principles Study, the main research direction is metal organic framework open iron site ethane oxidation; DFT; catalyst screening; ethane; ethanol; metal−organic frameworks; nitrous oxide.HPLC of Formula: 1195-58-0.

Activation of the C-H bonds in ethane to form ethanol is a highly desirable, yet challenging, reaction. Metal-organic frameworks (MOFs) with open Fe sites are promising candidates for catalyzing this reaction. One advantage of MOFs is their modular construction from inorganic nodes and organic linkers, allowing for flexible design and detailed control of properties. In this work, we studied a series of single-metal atom Fe model systems with ligands that are commonly used as MOF linkers and tried to understand how one can design an optimal Fe catalyst. We found linear relationships between the binding enthalpy of oxygen to the Fe sites and common descriptors for catalytic reactions, such as the Fe 3d energy levels in different reaction intermediates. We further analyzed the three highest-barrier steps in the ethane oxidation cycle (including desorption of the product) with the Fe 3d energy levels. Volcano relationships are revealed with peaks toward higher Fe 3d energy and stronger electron-donating group functionalization of linkers. Furthermore, we found that the Fe 3d energy levels pos. correlate with the electron-donating strength of functional groups on the linkers. Finally, we validated our hypotheses on larger models of MOF-74 iron sites. Compared with MOF-74, functionalizing the MOF-74 linkers with NH2 groups lowers the enthalpic barrier for the most endothermic step in the reaction cycle. Our findings provide insight for catalyst optimization and point out directions for future exptl. efforts.

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Formula: C8H12Cl2Pt. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: Dichloro(1,5-cyclooctadiene)platinum(II), is researched, Molecular C8H12Cl2Pt, CAS is 12080-32-9, about Flexible Platinum(0) Coordination to a Ditungsten Ethanediylidyne. Author is Frogley, Benjamin J.; Hill, Anthony F..

The lithiocarbyne [W(CLi)(CO)2(Tp*)] (Tp*=hydrotris(3,5-dimethylpyrazol-1-yl)borate) reacts with [PtCl2(L2)] (L2 = 1,5-cyclo-octadiene, norbornadiene) to furnish ditungsten ethanediylidyne complexes, [W2{μ-C2Pt(L2)}(CO)4(Tp*)2], wherein a trigonal platinum(0) center unsym. ligates one W C bond in the solid state but rapidly shimmies between the two W C bonds in solution The η4-dienes are displaced by monodentate CO or isocyanide ligands to provide derivatives where both W C bonds coordinate to a single Pt0 center, attended by significant distortion of the WCCW spine.

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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Dihydropyridines. V. Formation of the isomeric 1,2- and 1,4-dihydro derivatives in the reaction of methylmagnesinm iodide with 3,5-dicyanopyridine and 3,5-dicyano-2-methylpyridine》. Authors are Kuthan, J.; Janeckova, E.; Havel, M..The article about the compound:Pyridine-3,5-dicarbonitrilecas:1195-58-0,SMILESS:N#CC1=CC(C#N)=CN=C1).Synthetic Route of C7H3N3. Through the article, more information about this compound (cas:1195-58-0) is conveyed.

cf. CA 58, 5626a. MeMgI adds to 3,5-dicyanopyridine (I) to give 3,5-dicyano-2-methyl-1,2-dihydropyridine (II) and 3,5-dicyano-4-methyl-1,4-dihydropyridine (III). Similarly, 3,5-dicyano-2-methylpyridine (IV) forms 3,5-dicyano-2,6-dimethyl-1,2-dihydropyridine (V) and 3,5-dicyano-2,4-dimethyl-1,4-dihydropyridine (VI), resp. Nicotinoyl chloride-HCl (from 500 g. nicotinoic acid and 1400 ml. SOCl2) refluxed 35 hrs. with 500 ml. Br, the mixture evaporated on a steam bath, the residue dissolved in 1 l. absolute EtOH, and the solution heated 30 min. on a steam bath gave 81% HBr salt of Et 5-bromonicotinate, m. 147-7.5° (EtOH), from which 80% Et 5-bromonicotinate (VII), b0.5 86-92°, m. 42°, was obtained by treatment with Na2CO3. VII (50 g.) stirred with 30 g. CuCN in 50 ml. HCONMe2 2 hrs. at 160-75°, the mixt evaporated in vacuo, and the residue shaken with 500 ml. concentrated NH4OH and extracted successively with 800 ml. C6H6 and 200 ml. Et2O gave after evaporation 45% Et 5-cyanonicotinate (VIII), b16 143-5°, m. 89-90° (petr. ether). VIII (50 g.) in 1 l. absolute EtOH saturated with NH3 kept 7 days at room temperature gave 72% 5-cyanonicotinamide (IX), m. 220-1° (H2O, EtOH). A mixture of 14 g. IX and 40 ml. anhydrous C5H5N treated over 15 min. with 9 ml. POCl3, stirred 8 hrs., decomposed with ice, alkalized with NH4OH, and extracted with CHCl3 gave 64% I, m. 113-13.5° (dilute EtOH), sublimed 80-90°/10 mm. K salt of 2-hydroxy-3,5-dicyano-6-methylpyridine (6.07 g.) and 7 g. PCl5 treated with 10 ml. POCl3, and the mixture refluxed 30 min., evaporated in vacuo, decomposed with ice, and extracted with C6H6 gave 35% 3,5-dicyano-2-chloro-6-methylpyridine, m. 143-3.5°, which gave IV, m. 76-7°, on catalytic hydrogenation. Reaction of 1.04 g. I in 70 ml. Et2O with MeMgI (from 0.8 g. Mg, 2 ml. MeI, and 30 ml. Et2O) followed by chromatography on Al2O3 (activity II) gave 512 mg. yellow II, m. 114-15° (C6H6, dilute EtOH), and 240 mg. yellowish III, m. 180.5-81° (dilute EtOH). Similarly, 670 mg. IV with MeMgI (from 0.72 g. Mg, 1.9 ml. MeI, and 25 ml. Et2O) afforded 405 mg. yellow V, m. 152-3° (dilute MeOH), and 138 mg. yellowish VI, m. 129.5-30.5°. Dehydrogenation of II, III, V, and VI by heating with equal amounts 30% Pd-C 20 min. at 200-5° gave IV, 3,5-dicyano-4-methylpyridine, m. 84.5-85°, 3,5-dicyano-2,6-dimethylpyridine, m. 118-18.5°, and 3,5-dicyano-2,4-dimethylpyridine, m. 115-15.5°, resp. Ultraviolet and infrared data for II, III, V, and VI, and of some of the intermediates, are given.

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So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Artem’ev, Alexander V.; Rogovoy, Maxim I.; Samsonenko, Denis G.; Rakhmanova, Mariana I. researched the compound: Dichloro(1,5-cyclooctadiene)platinum(II)( cas:12080-32-9 ).Electric Literature of C8H12Cl2Pt.They published the article 《Heterobimetallic PtII-AgI complex supported by diphenyl(2-pyrimidyl)phosphine: Synthesis and thermochromic photoluminescence》 about this compound( cas:12080-32-9 ) in Inorganic Chemistry Communications. Keywords: platinum silver phenylpyrimidylphosphine heterobimetallic preparation thermochromic photoluminescence; crystal structure heterobimetallic silver platinum palladium phenylpyrimidylphosphine. We’ll tell you more about this compound (cas:12080-32-9).

The reaction of diphenyl(2-pyrimidyl)phosphine (L) derived complex [Pt(L)2Cl2] with AgNO3 (1:3 M ratio, resp.) results in assembly of heterobimetallic complex [AgPt(L)2(NO3)3], wherein Pt → Ag dative bond of 2.9088(2) Å is formed. This complex features thermochromic photoluminescence that appears as ∼40 nm red shift of an emission maximum upon cooling from 300 to 77 K. The related PdII/AgI complex, [AgPd(L)2(NO3)3], showing Pd → Ag dative bond of 2.9098(5) Å, also was synthesized and structurally attested.

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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: 7661-33-8, is researched, SMILESS is O=C1N(C2=CC=C(Cl)C=C2)CCC1, Molecular C10H10ClNOJournal, Journal of Heterocyclic Chemistry called Efficient Synthesis of N-Substituted 2,4-Azepandione Ring System as an Active Intermediate for Heterocyclic Syntheses, Author is Waly, Mohamed A.; Yossif, Shiam A.; Ibrahim, Ismail T.; Sofan, Mamdouh A., the main research direction is azepandione preparation; butanoate acetylarylamino ethyl cyclization.Formula: C10H10ClNO.

An improved efficient synthesis for 2,4-azepandiones I [R = H, CH3, Cl; R1 = H, CO2CH3] could be achieved by a careful control of the reaction conditions to cyclize Et 4-(N-acetylarylamino)butanoates 4-R-2-R1C6H3N[(CH2)3CO2CH2CH3]C(O)CH3, resp. Et 4-arylamino butanoates 4-R-2-R1C6H3NH(CH2)3C(O)2CH2CH3 was prepared by stirring the Et 4-bromobutanoate and substituted anilines 4-R-2-R1C6H3NH2 at room temperature Then, they were acetylated with acetyl chloride and triethylamine under the conditions that avoid the formation of 2-pyrrolidinone derivatives II. Due to the rapid decomposition of Et 4-(N-acetylarylamino)butanoates to Et 4-arylaminobutanoates, the reaction mixture was directly transferred without workup to the next cyclization step. The azepandione synthesis was favored by using a weak base at low temperature, where it was in a competition with the other modes of ring closure. The structures of the new compounds were supported by correct anal. and spectral data.

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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 Structural basis for itraconazole-mediated NPC1 inhibition, published in 2020-12-31, which mentions a compound: 16588-26-4, mainly applied to ovarian cell NPC1 itraconazole sterol sensing domain cholesterol, Recommanded Product: 3-Bromo-4-chloronitrobenzene.

Niemann-Pick C1, a lysosomal protein of 13 transmembrane helixes and three lumenal domains, exports low-d.-lipoprotein-derived cholesterol from lysosomes. TMs 3-7 of NPC1 comprise the sterol-sensing domain. Previous studies suggest that mutation of the NPC1-SSD or the addition of the anti-fungal drug itraconazole abolishes NPC1 activity in cells. However, the itraconazole binding site and the mechanism of NPC1-mediated cholesterol transport remain unknown. Here, we report a cryo-EM structure of human NPC1 bound to itraconazole, which reveals how this binding site in the center of NPC1 blocks a putative lumenal tunnel linked to the SSD. Functional assays confirm that blocking this tunnel abolishes NPC1-mediated cholesterol egress. Intriguingly, the palmitate anchor of Hedgehog occupies a similar site in the homologous tunnel of Patched, suggesting a conserved mechanism for sterol transport in this family of proteins and establishing a central function of their SSDs.

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