Day: October 21, 2022

Willems, J. published the artcile< Aliphatic hydroxysulfonic acids and their internal esters: the sultones. II. The sultones>, Formula: C9H13NO3S, the main research area is .

CHR.(CH2)n.CHR’.SO2 (I) were prepared by concentration of an alc. solution of HOCHR(CH2)nCHR’SO3H (II) (from treating the Na salt in alc. with dry HCl) and distillation in vacuo (those of high mol. weight may decompose), by addition of Butyl Cellosolve (III) to the concentrated solution, distillation at 760 mm. until the b.p. (170°) of III is reached, and rectification in vacuo, and by addition of the alc. solution of II dropwise to boiling, stirred xylene (3 l. per mol), and the H2O distilled off as an azeotropic mixture of H2O-alc.-xylene until the b.p. of xylene is reached, the volume kept constant by dropwise addition of xylene, the solution cooled, washed with 2% NaHCO3 (important to keep from decomposition), and with H2O, dried, and the I obtained by distillation or precipitation with ligroine. The last method is generally applicable, simplest, and gives the best yields. The rate of reaction is not influenced by the pH, or by dehydrating agents. The reaction takes place near 150°, and not in low-boiling diluents, e.g. C6H6. 5- and 6-membered sultone rings are easily formed, and a 7-membered ring was obtained, but I could not be formed when n = 2 or 11. The following derivatives of I were prepared [R, n, R’, b.p./mm., m.p., d25, n25, M R, and m.p. of the corresponding pyridinoalkylsulfonic acid betaine (from boiling I in excess C5H5N), and its crystallizing solvent given]: H, 1, H (IV), 121°/1 (140°/8), 31°, -, -, -, 261°, alc.-H2O; H, 2, H (V), 153°/14, 15°, 1.3319, 1.4615, 28.15, 239°, isoamyl alc.; Me, 1, H (VI), 124°/2 (157.5°/14), -, 1.2929, 1.4500, 28.20, 240°, EtOH; H, 1, Me (VII), 124°/1.5, -, 1.3004, 1.4525, 28.24, 246°, MeOH; Me, 1, Me, 129°/1, -, 1.2220, 1.4511, 33.00, 270-71°, EtOH; H, 3, H (VIII), 155-6°/2, -, 1.2542, 1.4605, 32.65, 233-4°, EtOH; Me, 1, Pr (IX), 143-3.5°/4.2, -, 1.3359, 1.4520, 42.10, 230-32°, BuOH-Et2O; Bu, 1, H, 141°/2, -, -, -, -, 262-3°, EtOH-Et2O; Pr, 2, H, 126°/0.4, -, -, -, -, 263-4°, EtOH-Et2O; Me2CH(CH2)2, 1, H, 130°/1.5, -, -, -, -, 229-30°, absolute EtOH-Et2O; Me, 1, Me(CH2)5, 145°/0.6, -, -, -, -, 185°, EtOH-Et2O; Me(CH2)7, 1, H, 160-3°/0.5, -, -, -, -, 222.5-3.0°, BuOH; Me, 1, Me(CH2)13, -, half solid oil, -, -, -, 155°, EtOH/Et2O; Me(CH2)15, 1, H, -, 81° (EtOH), -, -, -, 214-15°, absolute EtOH; Me, 1, Ph, -, 106° (EtOH), -, -, -, 295-6.5°, EtOH-H2O. Also prepared were: O.CHMe.CH2.CMe2.SO2 (X), 160°/16, 50.5° (ligroine-Et2O), -, -, -, 253-4°, AmOH; O.CHMe.CHMe.CHPr.SO2, 128°/1.5, -, -, -, -, 245-6°, BuOH; O.CHMe.CHMe.CH[(CH2)5Me].SO2, 155°/1.5, -, -, -, -, -, – (C5H5N derivative very hygroscopic). Anilino sulfonic acids (PhNHCHRCH2CHR’SO3H) were prepared quant. by boiling equivalent amounts of PhNH2 and the following sultones 3-4 h. in C6H6 (m.p. of the PhNH derivative and crystallizing solvent given): IV, 248-9°, 90% EtOH; VI, 276-8°, H2O; VII, 254°, MeOH; X, 267-8°, EtOH; IX, 235.5-6°, BuOH. The reactions with PhNH2 and C5H5N show I to be alkylating agents, which provide a method for introducing the SO3 group and the attendant H2O solubility into certain compounds Also 1.g. IV mixed in a mortar with 1.09 g. p-H2NC6H4OH, the mixture heated 30 min. on the H2O bath, boiled with Me2CO to remove unreacted p-H2NC6H4OH, and crystallized from H2O, yielded 83% p-HOC6H4NH(CH2)3SO3H, m. 249°; 1.36 g. V boiled 6 h. in 25 cc. xylene with 1.29 g. octylamine gave Me(CH2)7NH(CH2)4SO3H.H2O, m. 172-3°. V (2.72 g.) with 2.88 g. β-naphthol in 0.8 g. NaOH solution precipitated immediately β-C10H7O(CH2)4CO3Na (beautiful crystals from EtOH-H2O). Similarly, VIII yielded 93% β-C10H7O(CH2)5SO3Na. The sultones keep their sulfoalkylating properties when reacting with RMgBr. V (13.6 g.) in absolute Et2O, dropped into Et2O containing EtMgBr (from 10.9 g. EtBr and 3 g. Mg) yielded 60% Me(CH2)5SO3K (phenylhydrazine salt, m. 101.5-2°, gave no depression of the m.p. of an authentic sample).

Bulletin des Societes Chimiques Belges published new progress about Lactones, sultones. 21876-43-7 belongs to class pyridine-derivatives, and the molecular formula is C9H13NO3S, Formula: C9H13NO3S.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Potapov, Vladimir A.; Ishigeev, Roman S.; Amosova, Svetlana V.; Borodina, Tatyana N. published the artcile< Synthesis of a novel family of water-soluble 2H,3H-[1,3]thia- and -selenazolo[3,2-a]pyridin-4-ium heterocycles by annulation reactions>, Quality Control of 2127-03-9, the main research area is thia selenazolopyridinium heterocycle preparation annulation.

Regioselective synthesis of a novel family of water-soluble 2H,3H-[1,3]chalcogenazolo[3,2-a]pyridin-4-ium derivatives was developed based on 2-pyridinesulfenyl and -selenenyl halides and unsaturated compounds The annulation reactions with divinyl sulfide, selenide and N-vinylpyrrolidin-2-one led to addition of the chalcogen atom to the terminal carbon of the double bond whereas the reaction with tetravinylsilane proceeded with opposite regiochem. Tricyclic condensed heterocycles were obtained from 2,3-dihydrofuran and cycloalkenes. The products represent novel promising scaffolds for organic synthesis and possible drug discovery.

Tetrahedron Letters published new progress about Azoles Role: PRP (Properties), SPN (Synthetic Preparation), PREP (Preparation). 2127-03-9 belongs to class pyridine-derivatives, and the molecular formula is C10H8N2S2, Quality Control of 2127-03-9.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Zhang, Guoqi; Cheng, Jessica; Davis, Kezia; Bonifacio, Mary Grace; Zajaczkowski, Cynthia published the artcile< Practical and selective hydroboration of aldehydes and ketones in air catalysed by an iron(II) coordination polymer>, Product Details of C7H7NO, the main research area is hydroboration aldehyde ketone green chem iron coordination polymer catalyst.

The in air catalytic hydroboration of ketones and aldehydes with pinacolborane by an iron(II) coordination polymer (CP) is carried out under mild and solvent-free conditions. The precatalyst is highly active towards a wide range of substrates including functionalized ketones and aldehydes in the presence of KOtBu as an activator, achieving a high turnover number (TON) of up to 9500. Excellent chemoselectivity to aldehydes over ketones was also revealed, which is in sharp contrast with the results obtained under inert atm. using the same catalyst system. This catalyst observed here is not only highly efficient but also recyclable for reuse for at least 5 times without losing its effectiveness.

Green Chemistry published new progress about Alcohols Role: SPN (Synthetic Preparation), PREP (Preparation). 350-03-8 belongs to class pyridine-derivatives, and the molecular formula is C7H7NO, Product Details of C7H7NO.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Duong, Thi-Mai Huong; Nobusue, Shunpei; Tada, Hirokazu published the artcile< Preparation of perovskite-derived one dimensional single crystals based on edge-shared octahedrons with pyridine derivatives>, HPLC of Formula: 3731-53-1, the main research area is lead pyridine derivative iodo complex perovskite preparation crystal structure; optical band gap lead pyridine derivative iodo complex perovskite.

Single crystals of hybrid materials based on 1D lead iodide perovskite networks with 2 pyridine (Py) derivatives, 4-Et (4Et)Py and 4-aminomethyl (4AM)Py, were prepared The compounds assembled into edge-shared lead iodide chains that formed needle-shaped crystals with lengths >1 cm. The crystal containing (4Et)Py formed in the triclinic system with P1 symmetry. The mols. were stacked along with the novel triple chain of 1D perovskite-derived networks. The crystal containing 4AMPy formed in the monoclinic system with P21/a symmetry. The amino group formed H bonds to I-. The optical band gaps for the 4EtPy-based and 4AMPy-based crystals are 2.73 eV and 2.64 eV, resp. The slight difference between the functional groups of the 2 mols. governed their crystal structures and hence optical properties.

Journal of Crystal Growth published new progress about Crystal structure. 3731-53-1 belongs to class pyridine-derivatives, and the molecular formula is C6H8N2, HPLC of Formula: 3731-53-1.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Hansen-Felby, Magnus; Sommerfeldt, Andreas; Henriksen, Martin Lahn; Pedersen, Steen Uttrup; Daasbjerg, Kim published the artcile< Synthesis and depolymerization of self-immolative poly(disulfide)s with saturated aliphatic backbones>, Reference of 2127-03-9, the main research area is polydisulfide saturated aliphatic backbone depolymerization.

Self-immolative polymers (SIPs) are a class of degradable stimuli-responsive polymers, which, upon removal of labile end-caps, depolymerize selectively and stepwise to small mols. In light of our recent discovery of poly(dithiothreitol) (pDTT), a versatile SIP with a remarkably simple synthesis procedure, we investigated a broader range of unfunctionalized poly(disulfide)s. It is demonstrated that saturated aliphatic backbones can easily be made from 1,4-butanedithiol, 1,5-pentanedithiol, and 1,6-hexanedithiol monomers and, compared with pDTT, these polymers show enhanced stability, solubility, and processability. SIP polymers derived from the smaller 1,3-propanedithiol monomer with end-caps installed could not be synthesized. Polymers of 1,4-butanedithiol and 1,5-pentanedithiol undergo end-to-end depolymerizations upon end-cap removal, taking hours to days under basic conditions and not minutes as for pDTT. Degradation of the polymer of 1,6-hexanedithiol occurs by less well-defined pathways providing a complex product mixture of macrocyclic disulfides.

Polymer Chemistry published new progress about Crystallinity. 2127-03-9 belongs to class pyridine-derivatives, and the molecular formula is C10H8N2S2, Reference of 2127-03-9.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Wagener, Tobias; Heusler, Arne; Nairoukh, Zackaria; Bergander, Klaus; Daniliuc, Constantin G.; Glorius, Frank published the artcile< Accessing (Multi)Fluorinated Piperidines Using Heterogeneous Hydrogenation>, Category: pyridine-derivatives, the main research area is fluoropiperidine diastereoselective preparation; palladium heterogeneous catalyst stereoselective hydrogenation fluoropyridine.

Fluorinated piperidines are desirable motifs for pharmaceutical and agrochem. research. Nevertheless, general synthetic access remains out of reach. Herein, we describe a simple and robust cis-selective hydrogenation of abundant and cheap fluoropyridines to yield a broad scope of (multi)fluorinated piperidines. This protocol enables the chemoselective reduction of fluoropyridines while tolerating other (hetero)aromatic systems using a com. available heterogeneous catalyst. Fluorinated derivatives of important drug compounds are prepared, and a straightforward strategy for the synthesis of enantioenriched fluorinated piperidines is disclosed.

ACS Catalysis published new progress about Aryl fluorides Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (fluoropyridines). 876919-08-3 belongs to class pyridine-derivatives, and the molecular formula is C7H6FNO2, Category: pyridine-derivatives.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Pfefferkorn, Jeffrey A.; Lou, Jihong; Minich, Martha L.; Filipski, Kevin J.; He, Mingying; Zhou, Ru; Ahmed, Syed; Benbow, John; Perez, Angel-Guzman; Tu, Meihua; Litchfield, John; Sharma, Raman; Metzler, Karen; Bourbonais, Francis; Huang, Cong; Beebe, David A.; Oates, Peter J. published the artcile< Pyridones as glucokinase activators: Identification of a unique metabolic liability of the 4-sulfonyl-2-pyridone heterocycle>, Name: 4,5-Dichloropyridin-2-amine, the main research area is aminopicoline carboxylic acid cyclization transamidation; sulfonyl pyridone preparation glucokinase activation antidiabetic human.

A promising area of novel anti-diabetic therapy involves identification of small mol. activators of the glucokinase enzyme to reduce blood glucose and normalize glucose stimulated insulin secretion. Herein, the identification and optimization of a series of 4-sulfonyl-2-pyridone, i.e. I, activators is reported. The activators were evaluated for in vitro biochem. activation and pharmacokinetic properties. As part of these efforts, a unique metabolic liability of the 4-sulfonyl-2-pyridone ring system was identified wherein this heterocycle readily undergoes conjugation with glutathione under non-enzymic conditions.

Bioorganic & Medicinal Chemistry Letters published new progress about Antidiabetic agents. 188577-68-6 belongs to class pyridine-derivatives, and the molecular formula is C5H4Cl2N2, Name: 4,5-Dichloropyridin-2-amine.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Looga, A. M.; Ambassa, P.; Kamga, J.; Hortense, GK.; Ngadjui, B. T.; Ngameni, B. published the artcile< Synthesis and evaluation of antimicrobial properties of some novel indole pyridine based chalcones>, SDS of cas: 350-03-8, the main research area is chalcone indole pyridine diastereoselective preparation antibacterial antifungal; indolyl pyridinyl propenone preparation diastereoselective antibacterial antifungal activity.

A series of novel substituted indolylchalcone derivatives (E)-I (R = H, Me, Ar = pyridin-3-yl, pyridin-4-yl) were synthesized via Claisen-Schmidt condensation between indole-3-carbaldehyde and N-methylindole-3-carbaldehyde and 3- and 4-pyridinylacetophenones. All the compounds were screened for their antibacterial and antifungal activity against six different bacterial strains – Escherichia coli ATCC 25922, Klebsiella pneumonia ATCC 700603, Staphylococcus aureus ATCC 25923, Proteus mirabilis, Salmonella typhi, Pseudomonas aeruginosa – and against one fungal strain, Candida albicans. The results reveal that all the compounds exhibited moderate to good antibacterial and antifungal activities.

Austin Journal of Analytical and Pharmaceutical Chemistry published new progress about Antibacterial agents. 350-03-8 belongs to class pyridine-derivatives, and the molecular formula is C7H7NO, SDS of cas: 350-03-8.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Gao, Li; Wu, Datong; Tan, Wensheng; Pan, Fei; Xu, Jiale; Tao, Yongxin; Kong, Yong published the artcile< A facile synthesis of two ionized fluorescent carbon dots and selective detection toward Fe2+ and Cu2+>, Name: Pyridin-4-ylmethanamine, the main research area is iron copper carbon dot selective detection.

In this study, a facile synthesis of two ionized carbon dots (CDs-2 and CDs-3) is reported, in which different ionic pairs are formed at the surface of the carbon core. In contrast to CDs-3, the accumulation of carbon core can be clearly observed in the TEM image of CDs-2. This is due to the linkage of the dibromine alkyl group. Compared with naked CDs in the absence of the ionic pair, the maximum emission wavelength undergoes a red-shift of nearly 60 nm. Moreover, protic solvents (water, ethanol and N,N′-dimethyl formamide) have an apparent effect on the emission intensities of CDs-2 and CDs-3. The time-resolved average lifetimes of CDs-2 and CDs-3 are calculated as 56.34 ns and 54.50 ns, resp. Furthermore, they both have much better fluorescence stability in the solution with pH ranging from 2 to 11 due to the presence of the imidazolium cation. It is interesting to see that CDs-2 and CDs-3 have much different responses towards Cu2+ and Fe2+. The CDs-3 solution generates clear fluorescence quenching when treated with Fe2+. In brief, we believe that these findings can inspire more research developments in the synthesis and further application of functional CDs.

Nanoscale Advances published new progress about Carbon quantum dots. 3731-53-1 belongs to class pyridine-derivatives, and the molecular formula is C6H8N2, Name: Pyridin-4-ylmethanamine.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Beller, Matthias; Magerlein, Wolfgang; Indolese, Adriano F.; Fischer, Christine published the artcile< Efficient palladium-catalyzed alkoxycarbonylation of N-heteroaryl chlorides - A practical synthesis of building blocks for pharmaceuticals and herbicides>, Formula: C6H6ClNO, the main research area is butyl pyridinecarboxylate preparation; heteroaryl chloride alkoxycarbonylation palladium phosphine ligand catalyst; alkoxycarbonylation chloropyridine palladium catalyst.

The alkoxycarbonylation of various N-heteroaryl chlorides was examined in detail. Studies of the butoxycarbonylation of 2- and 3-chloropyridine revealed the importance of selecting both the right phosphine ligand and ligand concentration in order to obtain efficient conversion and selectivity. Amongst the different ligands tested, 1,4-bis(diphenylphosphino)butane (dppb) and 1,1′-bis(diphenylphosphino)ferrocene (dppf) led to the most efficient palladium catalyst systems for the conversion of 2- and 4-chloropyridines and similar heteroaryl chlorides. For e.g., Bu pyridine-2-carboxylate was prepared in 95% yield in the presence of dppf ligand. The best catalytic systems for the alkoxycarbonylation of less activated substrates, such as 3-chloropyridines, were found to be those containing 1,4-bis(dicyclohexylphosphino)butane. Good to excellent yields of a number of N-heterocyclic carboxylic acid esters were realized by applying the appropriate ligand in the right concentration at low catalyst loadings (0.005-0.5 mol% Pd). For the first time catalyst turnover numbers (TON) of up to 13,000 were obtained for the carbonylation of a (hetero)aryl chloride.

Synthesis published new progress about Alkoxycarbonylation. 13472-84-9 belongs to class pyridine-derivatives, and the molecular formula is C6H6ClNO, Formula: C6H6ClNO.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem