Tag: 200-300

Application In Synthesis of Trimethylsulfoxonium iodideIn 2020 ,《Regioselective Bronsted Acid-Catalyzed Annulation of Cyclopropane Aldehydes with N’-Aryl Anthranil Hydrazides: Domino Construction of Tetrahydropyrrolo[1,2-a]quinazolin-5(1H)ones》 appeared in Journal of Organic Chemistry. The author of the article were Singh, Priyanka; Kaur, Navpreet; Banerjee, Prabal. The article conveys some information:

A highly regioselective synthesis of tetrahydropyrrolo[1,2-a]quinazolin-5(1H)one derivatives was achieved by reacting cyclopropane aldehydes with N’-aryl anthranil hydrazides in the presence of p-toluenesulfonic acid (PTSA). The transformation involves domino imine formation and intramol. cyclization to form 2-arylcyclopropyl-2,3-dihydroquinazolin-4(1H)-one, followed by nucleophilic ring opening of the cyclopropyl ring to form desired tetrahydropyrrolo[1,2-a]quinazolin-5(1H)one in good to excellent yield with complete regioselectivity. This protocol tolerates a great variety of functional groups and thus provides a simple and step-efficient method for pyrroloquinazolinone synthesis. In the part of experimental materials, we found many familiar compounds, such as Trimethylsulfoxonium iodide(cas: 1774-47-6Application In Synthesis of Trimethylsulfoxonium iodide)

Trimethylsulfoxonium iodide(cas: 1774-47-6) reacts with sodium hydride to prepare dimethyloxosulfonium methylide, which is used as a methylene-transfer reagent in synthetic chemistry. It is used to prepare ylide, which reacts with carbonyl compounds to get epoxides. Further, it reacts with alfa,beta-unsaturated esters to get cyclopropyl esters.Application In Synthesis of Trimethylsulfoxonium iodide

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Bhagwat, Archana A.; Sekar, Nagaiyan published an article on January 31 ,2019. The article was titled 《Fluorescent 7-Substituted Coumarin Dyes: Solvatochromism and NLO Studies》, and you may find the article in Journal of Fluorescence.Related Products of 139102-37-7 The information in the text is summarized as follows:

The effect of three substituents N,N-diethylamine, carbazole and diphenylamine at the 7 position of coumarin on linear and nonlinear optical properties are studied using absorption and emission solvatochromism, and DFT. By varying the substituent 53 nm red shift is achieved in emission. The polarity plots with regression close to unity revealed good charge transfer in the system. Solvent polarizability and dipolarity are mainly responsible for solvatochromic shift as proved by multilinear regression anal. General Mulliken Hush anal. shows diphenylamine substituent leads to more charge separation in compound 6c. The hyperpolarizabilities are evaluated by quantum mech. calculations Structure of the compounds are optimized at B3LYP/6-31G(d) level and NLO computations are done using range separated hybrid functionals with large basis sets. Second order hyperpolarizability (γ) found 589.27 x 10-36, 841.29 x 10-36 and 1043.00 x 10-36 e.s.u for the compounds 6a, 6b and 6c resp. In the experiment, the researchers used 4-Iodo-2-methoxybenzaldehyde(cas: 139102-37-7Related Products of 139102-37-7)

4-Iodo-2-methoxybenzaldehyde(cas: 139102-37-7) belongs to organic iodides. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.Related Products of 139102-37-7Iodo alkanes participate in a variety of organic synthesis reactions, which include the Simmons–Smith reaction (cyclopropanation using iodomethane), Williamson ether synthesis, Wittig reaction, Grignard reaction, alkyl coupling reactions, and Wurtz reaction.

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

COA of Formula: C4H4IN3OOn May 7, 2005 ,《Synthesis and triplex forming properties of pyrrolidino pseudoisocytidine containing oligodeoxynucleotides》 appeared in Organic & Biomolecular Chemistry. The author of the article were Mayer, Alain; Haeberli, Adrian; Leumann, Christian J.. The article conveys some information:

Pyrrolidino pseudo-C-nucleosides are isosteres of natural deoxynucleosides which are protonated at the pyrrolidino ring nitrogen under physiol. conditions. As constituents of a triplex forming oligodeoxynucleotide (TFO), the pos. charge is expected to stabilize DNA triple helixes via electrostatic interactions with the phosphodiester backbone of the target DNA. We describe the synthesis of the pyrrolidino iso-cytidine pseudo-nucleoside and the corresponding phosphoramidite building block and its incorporation into TFOs. Such TFOs show substantially increased DNA affinity compared to unmodified oligodeoxynucleotides. The increase in affinity is shown to be due to the pos. charge at the pyrrolidino subunit. After reading the article, we found that the author used 2-Amino-5-iodopyrimidin-4(1H)-one(cas: 3993-79-1COA of Formula: C4H4IN3O)

2-Amino-5-iodopyrimidin-4(1H)-one(cas: 3993-79-1) belongs to anime. Amines characteristically form salts with acids; a hydrogen ion, H+, adds to the nitrogen. With the strong mineral acids (e.g., H2SO4, HNO3, and HCl), the reaction is vigorous. Salt formation is instantly reversed by strong bases such as NaOH. Neutral electrophiles (compounds attracted to regions of negative charge) also react with amines; alkyl halides (R′X) and analogous alkylating agents are important examples of electrophilic reagents.COA of Formula: C4H4IN3O

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

《1,3,8-Triazaspiro[4.5]decane-2,4-diones as Efficacious Pan-Inhibitors of Hypoxia-Inducible Factor Prolyl Hydroxylase 1-3 (HIF PHD1-3) for the Treatment of Anemia》 was written by Vachal, Petr; Miao, Shouwu; Pierce, Joan M.; Guiadeen, Deodial; Colandrea, Vincent J.; Wyvratt, Matthew J.; Salowe, Scott P.; Sonatore, Lisa M.; Milligan, James A.; Hajdu, Richard; Gollapudi, Anantha; Keohane, Carol A.; Lingham, Russell B.; Mandala, Suzanne M.; DeMartino, Julie A.; Tong, Xinchun; Wolff, Michael; Steinhuebel, Dietrich; Kieczykowski, Gerard R.; Fleitz, Fred J.; Chapman, Kevin; Athanasopoulos, John; Adam, Gregory; Akyuz, Can D.; Jena, Dhirendra K.; Lusen, Jeffrey W.; Meng, Juncai; Stein, Benjamin D.; Xia, Lei; Sherer, Edward C.; Hale, Jeffrey J.. Application of 161489-05-0 And the article was included in Journal of Medicinal Chemistry on April 12 ,2012. The article conveys some information:

The discovery of 1,3,8-triazaspiro[4.5]decane-2,4-diones (spirohydantoins) as a structural class of pan-inhibitors of the prolyl hydroxylase (PHD) family of enzymes for the treatment of anemia is described. The initial hit class, spirooxindoles, was identified through affinity selection mass spectrometry (AS-MS) and optimized for PHD2 inhibition and optimal PK/PD profile (short-acting PHDi inhibitors). 1,3,8-Triazaspiro[4.5]decane-2,4-diones (spirohydantoins) were optimized as an advanced lead class derived from the original spiroindole hit. A new set of general conditions for C-N coupling, developed using a high-throughput experimentation (HTE) technique, enabled a full SAR anal. of the spirohydantoins. This rapid and directed SAR exploration has resulted in the first reported examples of hydantoin derivatives with good PK in preclin. species. Potassium channel off-target activity (hERG) was successfully eliminated through the systematic introduction of acidic functionality to the mol. structure. Undesired upregulation of alanine aminotransferase (ALT) liver enzymes was mitigated and a robust on-/off-target margin was achieved. Spirohydantoins represent a class of highly efficacious, short-acting PHD1-3 inhibitors causing a robust erythropoietin (EPO) upregulation in vivo in multiple preclin. species. This profile deems spirohydantoins as attractive short-acting PHDi inhibitors with the potential for treatment of anemia. The results came from multiple reactions, including the reaction of 4-Iodo-6-methoxypyrimidine(cas: 161489-05-0Application of 161489-05-0)

4-Iodo-6-methoxypyrimidine(cas: 161489-05-0) is one of organic iodides. The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine. Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles.Application of 161489-05-0

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 619-58-9In 2019 ,《A Solution Phase Platform to Characterize Chemical Reaction Compatibility with DNA-Encoded Chemical Library Synthesis》 was published in ACS Combinatorial Science. The article was written by Ratnayake, Anokha S.; Flanagan, Mark E.; Foley, Timothy L.; Smith, Justin D.; Johnson, Jillian G.; Bellenger, Justin; Montgomery, Justin I.; Paegel, Brian M.. The article contains the following contents:

DNA-encoded chem. library (DECL) synthesis must occur in aqueous media under conditions that preserve the integrity of the DNA encoding tag. While the identification of “”DNA-compatible”” reaction conditions is critical for the development of DECL designs that explore previously inaccessible chem. space, reports measuring such compatibility have been largely restricted to methods that do not faithfully capture the impact of reaction conditions on DNA fidelity in solution phase. Here we report a comprehensive methodol. that uses soluble DNA substrates that exactly recapitulate DNA’s exposure to the chem. reactive species of DECL synthesis. This approach includes the assessment of chem. fidelity (reaction yield and purity), encoding fidelity (ligation efficiency), and readability (DNA compatibility), revealing the fate of the DNA tag during DECL chem. from a single platform. The results came from multiple reactions, including the reaction of 4-Iodobenzoic acid(cas: 619-58-9Related Products of 619-58-9)

4-Iodobenzoic acid(cas: 619-58-9) belongs to organic iodides. The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles.Related Products of 619-58-9

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Category: iodides-buliding-blocksIn 2019 ,《Selenacalix[4]dithienothiophene: Synthesis, Structure, and Complexation of a Cyclic Tetramer of Selenide-Bridging Dithienothiophene》 was published in Chemistry – An Asian Journal. The article was written by Hasegawa, Masashi; Takahashi, Kazuhiro; Inoue, Ryota; Haga, Shiori; Mazaki, Yasuhiro. The article contains the following contents:

An efficient cyclization toward a cyclic tetramer of dithienothiophene (DTT) linked by divalent selenium atoms was developed via palladium-catalyzed coupling reaction of (nBu3Sn)2Se. X-ray anal. revealed its highly sym. structure had an alternate arrangement of DTT units. There are several Se···π interactions forming a supramol. network lead to large void channel space. The cyclic tetramer possessed moderate electron-donating ability. Furthermore, the cyclic tetramer underwent complexation with C60 in a 1:2 ratio in the solid state to give a highly sym. three-dimensional array of C60. The experimental part of the paper was very detailed, including the reaction process of 1-Iodo-4-methylbenzene(cas: 624-31-7Category: iodides-buliding-blocks)

1-Iodo-4-methylbenzene(cas: 624-31-7) is used in wide range of medicals industrial applications as well as in pharmaceutical intermediates, polarizing films for Liquid Crystal Display (LCD) chemicals.Category: iodides-buliding-blocks

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

HPLC of Formula: 15854-87-2In 2019 ,《In situ Investigations of a Proton Trap Material: A PEDOT-Based Copolymer with Hydroquinone and Pyridine Side Groups Having Robust Cyclability in Organic Electrolytes and Ionic Liquids》 appeared in ACS Applied Energy Materials. The author of the article were Aakerlund, Lisa; Emanuelsson, Rikard; Hernandez, Guiomar; Ruiperez, Fernando; Casado, Nerea; Brandell, Daniel; Stroemme, Maria; Mecerreyes, David; Sjoedin, Martin. The article conveys some information:

A conducting redox polymer based on PEDOT with hydroquinone and pyridine pendant groups is reported and characterized as a proton trap material. The proton trap functionality, where protons are transferred from the hydroquinone to the pyridine sites, allows for utilization of the inherently high redox potential of the hydroquinone pendant group (3.3 V vs. Li0/+) and sustains this reaction by trapping the protons within the polymer, resulting in proton cycling in an aprotic electrolyte. By disconnecting the cycling ion of the anode from the cathode, the choice of anode and electrolyte can be extensively varied and the proton trap copolymer can be used as cathode material for all-organic or metal-organic batteries. In this study, a stable and nonvolatile ionic liquid was introduced as electrolyte media, leading to enhanced cycling stability of the proton trap compared to cycling in acetonitrile, which is attributed to the decreased basicity of the solvent. Various in situ methods allowed for in-depth characterization of the polymer’s properties based on its electronic transitions (UV-vis), temperature-dependent conductivity (bipotentiostatic CV-measurements), and mass change (EQCM) during the redox cycle. Furthermore, FTIR combined with quantum chem. calculations indicate that hydrogen bonding interactions are present for all the hydroquinone and quinone states, explaining the reversible behavior of the copolymer in aprotic electrolytes, both in three-electrode setup and in battery devices. These results demonstrate the proton trap concept as an interesting strategy for high potential organic energy storage materials. The results came from multiple reactions, including the reaction of 4-Iodopyridine(cas: 15854-87-2HPLC of Formula: 15854-87-2)

4-Iodopyridine(cas: 15854-87-2) is a halogenated heterocycle that is a building block for proteomics research. 4-Iodopyridine is used as a reagent in the synthesis of indazolylamides as glucocorticoid receptor agonists.HPLC of Formula: 15854-87-2

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

In 2022,Kajol, Km; Kumar, Sujeet; Kumar, Amit; Kant, Ruchir; Ramesh, Chintakunta published an article in Asian Journal of Organic Chemistry. The title of the article was 《Palladium-Catalyzed Intramolecular C-H Heteroarylation to Access Fused Tricyclic Oxazolo[4,5-c]Quinolines》.Synthetic Route of C6H5ClIN The author mentioned the following in the article:

Synthesis of fused tricyclic oxazolo[4,5-c]quinolines I (R = 3-Me, 2,5-difluorophenyl, thiophen-2-yl, etc. ; R1 = H, Me, Et, n-Bu, i-Pr, Cl, F; R2 = H, Me) from 2-iodo-N-((2-phenyloxazol-4-yl)methyl)anilines via intramol. C-H heteroarylation in the presence of palladium catalyst under ligand free conditions has been disclosed. Various substituted 2-iodo-N-((2-phenyloxazol-4-yl)methyl)anilines are well tolerated and furnished the products in good yields. The synthetic utility of the resulting mols. has been demonstrated. This method features broad substrate scope, mild reaction conditions, good functional group tolerance, and scalability. After reading the article, we found that the author used 4-Chloro-2-iodoaniline(cas: 63069-48-7Synthetic Route of C6H5ClIN)

4-Chloro-2-iodoaniline(cas: 63069-48-7) belongs to anime. Milder oxidation, using reagents such as NaOCl, can remove four hydrogen atoms from primary amines of the type RCH2NH2 to form nitriles (R―C≡N), and oxidation with reagents such as MnO2 can remove two hydrogen atoms from secondary amines (R2CH―NHR′) to form imines (R2C=NR′). Tertiary amines can be oxidized to enamines (R2C=CHNR2) by a variety of reagents.Synthetic Route of C6H5ClIN

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

In 2022,Stivanin, Mateus L.; Gallo, Rafael D. C.; Spadeto, Joao Paulo M.; Cormanich, Rodrigo A.; Jurberg, Igor D. published an article in Organic Chemistry Frontiers. The title of the article was 《A visible light-mediated three-component strategy based on the ring-opening of cyclic ethers with aryldiazoacetates and nucleophiles》.COA of Formula: C7H5IO2 The author mentioned the following in the article:

A blue light-promoted reaction between aryldiazoacetates 4-R1C6H4C(=N2)C(O)2R2 (R1 = F, Cl, CF3, etc.; R2 = Me, t-Bu, Bn, propargyl) and different nucleophiles, e.g., benzoic acid has been developed in the presence of THF (and other cyclic ethers like THP, 1,4-dioxane, and 1,4,7,10,13,16-hexaoxacyclooctadecane) as the solvent, allowing the incorporation of these three elements into a single products, e.g., I. Formally, this transformation represents an O-H insertion strategy of more complex alcs. into aryldiazoesters without the need of pre-assembling them. The method is mild and efficient and proceeds in the absence of metals, generally at room temperature After reading the article, we found that the author used 2-Iodobenzoic acid(cas: 88-67-5COA of Formula: C7H5IO2)

2-Iodobenzoic acid(cas: 88-67-5) belongs to organic iodides. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.Iodo alkanes participate in a variety of organic synthesis reactions, which include the Simmons–Smith reaction (cyclopropanation using iodomethane), Williamson ether synthesis, Wittig reaction, Grignard reaction, alkyl coupling reactions, and Wurtz reaction.COA of Formula: C7H5IO2

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

In 2022,Wang, Xi; Chen, Jin-Quan; Yang, Xing-Xing; Hao, Er-Jun; Dong, Zhi-Bing published an article in European Journal of Organic Chemistry. The title of the article was 《Synthesis of Diaryl Sulfides by Using Tetramethylthiuram Monosulfide (TMTM) as Organosulfur Source: A Practical C(sp2)-S Bond Construction》.SDS of cas: 589-87-7 The author mentioned the following in the article:

A protocol for synthesizing sym. thioethers RSR (R = Ph, 4-ethoxyphenyl, thiophen-2-yl, etc.) by using a cheap organosulfur reagent (tetramethylthiuram monosulfide: TMTM) was developed. Both iodobenzenes RI and phenylboronic acids RB(OH)2 react well with TMTM, giving the target products with good to excellent yields. This method features simple performance, wide functional group tolerance, and good to excellent yields, showing a potential application value for the synthesis of drug mols. In addition to this study using 1-Bromo-4-iodobenzene, there are many other studies that have used 1-Bromo-4-iodobenzene(cas: 589-87-7SDS of cas: 589-87-7) was used in this study.

1-Bromo-4-iodobenzene(cas: 589-87-7) has been employed as reagent for in situ desilylation and coupling of silylated alkynes, as starting reagent in the total syntheses of ent-conduramine A and ent-7-deoxypancratistatin (alkaloids), as substrate in copper-free Sonogashira coupling in aqueous acetone in synthesis of β,β,dibromostyrenesSDS of cas: 589-87-7

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com