Tag: 200-300

Novel preparation of functionalized iodotetrahydronaphthyridine, iodoazaindoline, and iodotetrahydropyridoazepine systems was written by Nguyen, Hanh Nho;Wang, Zhan J.. And the article was included in Tetrahedron Letters in 2007.Related Products of 10297-05-9 This article mentions the following:

A novel method, which utilizes a key halogen dance step for the preparation of iodotetrahydronaphthyridine, iodoazaindoline, and iodotetrahydropyridoazepine ring-systems is described. A variety of transformations of the iodo-functional group are also reported to demonstrate the utility of this method. In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9Related Products of 10297-05-9).

1-Chloro-4-iodobutane (cas: 10297-05-9) belongs to iodide derivatives. Organic iodides are widely used in organic synthesis. Halogenation of aromatic hydrocarbons is a very important reaction via an electrophilic aromatic substitution. Polyiodoorganic compounds are sometimes employed as X-ray contrast agents, in fluoroscopy, a type of medical imaging. This application exploits the X-ray absorbing ability of the heavy iodine nucleus.Related Products of 10297-05-9

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

Microwave assisted domino Heck cyclization and alkynylation: synthesis of alkyne substituted dihydrobenzofurans was written by Karu, Ramesh;Gedu, Satyanarayana. And the article was included in Green Chemistry in 2018.Quality Control of 4-Bromo-2-iodophenol This article mentions the following:

Microwave assisted domino intramol. Heck and Sonogashira coupling for the efficient synthesis of alkyne substituted dihydrobenzofurans is presented. Interestingly, the strategy showed broad substrate scope and was successful with protecting group free functionalities of acetylenes. Gratifyingly, all products were obtained, in excellent to near quant. yields, in a short span of time. In the experiment, the researchers used many compounds, for example, 4-Bromo-2-iodophenol (cas: 207115-22-8Quality Control of 4-Bromo-2-iodophenol).

4-Bromo-2-iodophenol (cas: 207115-22-8) belongs to iodide derivatives. Generally organic iodides can be divided into two classes of alkyl iodides and aryl iodides. Typical reactions of alkyl iodides include nucleophilic substitution, elimination, reduction, and the formation of organometallics. 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.Quality Control of 4-Bromo-2-iodophenol

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

Chiral 2-endo-Substituted 9-Oxabispidines: Novel Ligands for Enantioselective Copper(II)-Catalyzed Henry Reactions was written by Breuning, Matthias;Hein, David;Steiner, Melanie;Gessner, Viktoria H.;Strohmann, Carsten. And the article was included in Chemistry – A European Journal in 2009.Product Details of 10297-05-9 This article mentions the following:

A flexible approach, applicable on a gram scale, to chiral 2-endo-substituted 9-oxabispidines I [R¹ = Et, i-Pr, cyclohexyl, Ph, R² = Me; R¹R² = (CH₂)₄] was developed. The key intermediate, a cis-configured 6-aminomethylmorpholine-2-carbonitrile II, was prepared from (R)-3-aminopropane-1,2-diol and 2-chloroacrylonitrile. The 2-endo substituent was introduced by Grignard addition, cyclization, and exo-selective reduction, thus furnishing the enantiomerically pure bi- and tricyclic 9-oxabispidines I in 19-59% yields. The CuCl₂ complex of the tricyclic 9-oxabispidine I [R¹R² = (CH₂)₄], which carries an 2-endo,N-annelated piperidine ring, is an excellent catalyst for enantioselective Henry reactions of aldehydes R³CHO (R³ = i-Bu, n-octyl, Ph, 4-O₂NC₆H₄, etc.) with nitromethane giving the S-configured β-nitro alcs. R³CH(OH)CH₂NO₂ in 91-98% ee (13 examples). Surprisingly, the analogous copper complexes of the bicyclic 9-oxabispidines I (R² = Me) delivered the enantiocomplementary R-configured products in 33-57% ee. The resp. transition states were discussed. In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9Product Details of 10297-05-9).

1-Chloro-4-iodobutane (cas: 10297-05-9) belongs to iodide derivatives. Organic iodides are widely used in organic synthesis. Halogenation of aromatic hydrocarbons is a very important reaction via an electrophilic aromatic substitution. Organoiodine lubricants can be used with titanium, stainless steels, and other metals which tend to seize up with conventional lubricants: organoiodine lubricants can be used in turbines and spacecraft, and as a cutting oil in machining.Product Details of 10297-05-9

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

Generation and electrophilic substitution reactions of 3-lithio-2-methyleneaziridines was written by Montagne, Cyril;Prevost, Natacha;Shiers, Jason J.;Prie, Gildas;Rahman, Sabitur;Hayes, Jerome F.;Shipman, Michael. And the article was included in Tetrahedron in 2006.Application of 10297-05-9 This article mentions the following:

2-Methyleneaziridinyl anions can be produced by selective deprotonation of the parent aziridine at C-3 using sec-BuLi/TMEDA. Subsequent reaction with a wide variety of electrophiles including MeI, ICH₂CH₂CH₂CH₂Cl, PhCH₂Br, allyl bromide, Me₃SiCl, Bu₃SnCl, PhCHO, and Ph₂CO provides the corresponding C-3 substituted derivatives in moderate to good yields (43-91%). In the case of homochiral methyleneaziridines bearing an (S)-α-methylbenzyl group on nitrogen, high levels of diastereocontrol (up to 90% de) can be achieved in this lithiation/alkylation sequence. In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9Application of 10297-05-9).

1-Chloro-4-iodobutane (cas: 10297-05-9) belongs to iodide derivatives. Generally organic iodides can be divided into two classes of alkyl iodides and aryl iodides. Typical reactions of alkyl iodides include nucleophilic substitution, elimination, reduction, and the formation of organometallics. In the chemical industry, alkyl iodides serve as excellent alkylating agents and, specifically, methyl iodide is used as a methylating agent in the synthesis of various pharmaceutical drugs.Application of 10297-05-9

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

Pd-Catalyzed ipso,meta-Dimethylation of ortho-Substituted Iodoarenes via a Base-Controlled C-H Activation Cascade with Dimethyl Carbonate as the Methyl Source was written by Wu, Zhuo;Wei, Feng;Wan, Bin;Zhang, Yanghui. And the article was included in Journal of the American Chemical Society in 2021.Application In Synthesis of 4-Bromo-2-iodophenol This article mentions the following:

A Me group can have a profound impact on the pharmacol. properties of organic mols. Hence, developing methylation methods and methylating reagents is essential in medicinal chem. We report a palladium-catalyzed dimethylation reaction of ortho-substituted iodoarenes using di-Me carbonate as a Me source. In the presence of K₂CO₃ as a base, iodoarenes are dimethylated at the ipso- and meta-positions of the iodo group, which represents a novel strategy for meta-C-H methylation. With KOAc as the base, subsequent oxidative C(sp³)-H/C(sp³)-H coupling occurs; in this case, the overall transformation achieves triple C-H activation to form three new C-C bonds. These reactions allow expedient access to 2,6-dimethylated phenols, 2,3-dihydrobenzofurans, and indanes, which are ubiquitous structural motifs and essential synthetic intermediates of biol. and pharmacol. active compounds In the experiment, the researchers used many compounds, for example, 4-Bromo-2-iodophenol (cas: 207115-22-8Application In Synthesis of 4-Bromo-2-iodophenol).

4-Bromo-2-iodophenol (cas: 207115-22-8) belongs to iodide derivatives. Generally organic iodides can be divided into two classes of alkyl iodides and aryl iodides. Typical reactions of alkyl iodides include nucleophilic substitution, elimination, reduction, and the formation of organometallics. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.Application In Synthesis of 4-Bromo-2-iodophenol

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

Discovery of pyrido[3′,2′:5,6]thiopyrano[4,3-d]pyrimidine-based antiproliferative multikinase inhibitors was written by Salerno, Silvia;Barresi, Elisabetta;Garcia-Argaez, Aida Nelly;Taliani, Sabrina;Simorini, Francesca;Amendola, Giorgio;Tomassi, Stefano;Cosconati, Sandro;Novellino, Ettore;Da Settimo, Federico;Marini, Anna Maria;Dalla Via, Lisa. And the article was included in ACS Medicinal Chemistry Letters in 2019.Reference of 5460-32-2 This article mentions the following:

Protein kinases dysregulation is extremely common in cancer cells, and the development of new agents able to simultaneously target multiple kinase pathways involved in angiogenesis and tumor growth may offer several advantages in the treatment of cancer. Herein we report the discovery of new pyridothiopyranopyrimidine derivatives (2-4) showing high potencies in VEGFR-2 KDR inhibition as well as antiproliferative effect on a panel of human tumor cell lines. Investigation on the selectivity profile of the representative 2-anilino-substituted compounds 3b (I), 3i (II), and 3j (III) revealed a multiplicity of kinase targets that should account for the potent antiproliferative effect produced by these pyridothiopyranopyrimidine derivatives In the experiment, the researchers used many compounds, for example, 4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2Reference of 5460-32-2).

4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2) belongs to iodide derivatives. Organic iodides are organic compounds containing a carbon-iodine (C-I) bond. The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. The C–I bond is the weakest of the carbon–halogen bonds. These bond strengths correlate with the electronegativity of the halogen, decreasing in the order F > Cl > Br > I.Reference of 5460-32-2

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

Synthesis of some new 4-(3H)-quinazoline analogs as potential antioxidant agents was written by Al-Omar, M. A.;El-Azab, Adel E.;El-Obeid, H. A.;Abdel Hamide, S. G.. And the article was included in Journal of Saudi Chemical Society in 2006.Recommanded Product: 2-Amino-4-iodobenzoic acid This article mentions the following:

A new series of derivatives of 6-iodo-2-propyl-4(3H)-quinazolinone [I, R = H] and its fused heterocyclic analogs were prepared and screened for their antioxidant activity. I [R = H, NHCONH₂, OH, phthalimido, NH₂, O₂CCH₂Cl,OCH₂CONH₂] inhibit aldehyde oxidase exclusively by more than 98 %. This type of inhibition was found to be competitive with Ki value ranging from 50-400 μM with respect to aldehyde oxidase. In the experiment, the researchers used many compounds, for example, 2-Amino-4-iodobenzoic acid (cas: 20776-54-9Recommanded Product: 2-Amino-4-iodobenzoic acid).

2-Amino-4-iodobenzoic acid (cas: 20776-54-9) belongs to iodide derivatives. Typical reactions of alkyl iodides include nucleophilic substitution, elimination, reduction, and the formation of organometallics. In the chemical industry, alkyl iodides serve as excellent alkylating agents and, specifically, methyl iodide is used as a methylating agent in the synthesis of various pharmaceutical drugs.Recommanded Product: 2-Amino-4-iodobenzoic acid

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

Stereochemistry of biphenyls. XXV. The relative interfering effects of the groups F, OCH₃, Cl, Br as determined by the relative rates of racemization of the 2′-substituted 2-nitro-6-carboxybiphenyls was written by Stoughton, R. W.;Adams, Roger. And the article was included in Journal of the American Chemical Society in 1932.SDS of cas: 452-82-4 This article mentions the following:

2,3-Br(CO₂H)C₆H₃NO₂ gives 95% of the Me ester, m. 78-8.5°. 3,4-I(H₂N)C₆H₃Me, through the diazo reaction, gives 40% of 1-methyl-3-iodo-4-bromobenzene, yellow, b₂₀ 145-50°; the 4-F derivative, b₃₀ 122-5°, d₂₀²⁰ 1.8337, n_D¹⁸ 1.5757. The following biphenyls were prepared: 2-nitro-6-carboxy-2′-methoxy (I), yellow, m. 196.5-7°, 21% yield; 2-nitro-6-carboxy-2′-fluoro-5′-methyl (II), yellow, m. 187-8°, 16%; 2′-Cl derivative (III), m. 234-4.5°, 11%; 2′-Br derivative (IV), m. 228-9°, 10%. 2,2′-Dichloro-5,5′-dimethylbiphenyl, m. 85-6°. I was resolved by brucine in EtOH; the brucine salt crystallizes with 0.5 mol. H₂O and m. 219-20° or, anhydrous 223-4°; 0.1827 g. of hydrated salt in 15 cc. CHCl₃ at 0° showed [α]_D 88.7° (initial) or -9.0° (final); at 26°, 0.1016 g. showed [α]_D 29.5° and -8.1°; the free acid m. 196-7°, [α]_D²⁶ 29.5° (0.2057 g. in 15 cc. EtOH), half-life period, 9.4 min.; the Na salt in N NaOH and in dilute EtONa gave [α]_D²⁶ 47.5° and 49.9°, resp.; half-life periods, 20 and 3.3 min. III yielded a slightly soluble brucine salt, crystallizing with 0.75 mol. H₂O, m. (anhydrous) 215-7°, [α]_D²⁰ -25.3° (0.1270 g. in 15 cc. CHCl₃), and a more soluble form, m. 220-1°, [α]_D²⁰ 22.8° (0.1398 g. in 15 cc. CHCl₃). d- and l-III m. 234°; the d-III in EtOH gave [α]_D²⁰ 18.6° (0.1213 g. in 15 cc.); the l-III in BuOH showed [α]_D²⁰ -40.8°, changing to -6.7° in 360 min., half-life period, 141 min.; in AcOH, -68.9°, changing to -15.5° in 340 min., half-life period 154 min.; in 0.1 N NaOH, 125°, changing to 110° in 390 min., half-life period, 2510 min.; in dilute EtONa, 116°, changing to 105° in 240 min., half-life period, 1770 min.; in EtOH the rotation is constant IV yields a brucine salt, crystallizing with 1 mol. H₂O, m. 203° or, anhydrous, 210°, [α]_D²⁰ -31.8° (0.1226 g. in 15 cc. CHCl₃); the more soluble salt m. 228-9°, [α]_D²⁰ 38.4° (0.1463 in 15 cc. CHCl₃); the d- and l-IV m. 227°; d-IV, [α]_D²⁰ 27.5° (0.1337 g. in 15 cc. EtOH); l-IV in BuOH, [α]_D²⁰ -37.1°, changing to -29.1° in 1500 min., half-life period 4350 min.; in AcOH, -58.4°, changing to -46.5° in 1080 min., half-life period 3240 min.; in 0.1 N NaOH, 82.6°, changing to 66.8° in 1080 min., half-life period 3540 min.; in dilute EtONa, 85.9° changing to 75.3° in 300 min.,half-life period 2340 min. II gave only 1 brucine salt, crystallizing with 0.25 mol. H₂O, m. 214-5°, [α]_D²⁰ -3.2° (0.2846 g. in 15 cc. CHCl³); at 0° [α]_D changes from 15° to -3.4° in 5 hrs., half-life period at 0° 42 min. The quinine salt of II crystallizes with 2 mols. H₂O, m. 138-40°; [α]_D²⁰ -94.5° (0.114 g. in 15 cc. CHCl₃); [α]_D^O -125°, changing to -82.5° in 5 hrs., half-life period, 16 min. The strychnine salt m. 194-6°; [α]_D²⁰ -24.5° (0.2030 g. in 15 cc. CHCl₃); [α]_D^O -31.2° without mutarotation. The free acid appeared to be inactive. 1-Methyl-4-fluoro-5-nitrofluorenone, yellow, m. 204-5°, in quant. yield from II and concentrated H₂SO₄. The differences between the individual compounds are very marked and lead to the conclusion that the interfering effect of the 2′-substitution is in the following order: Br>Cl>OMe>F. In the experiment, the researchers used many compounds, for example, 1-Fluoro-2-iodo-4-methylbenzene (cas: 452-82-4SDS of cas: 452-82-4).

1-Fluoro-2-iodo-4-methylbenzene (cas: 452-82-4) belongs to iodide derivatives. Iodide-containing intermediates are common in organic synthesis, because of the easy formation and cleavage of the C–I bond. Organoiodine lubricants can be used with titanium, stainless steels, and other metals which tend to seize up with conventional lubricants: organoiodine lubricants can be used in turbines and spacecraft, and as a cutting oil in machining.SDS of cas: 452-82-4

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

Fragment Screening and Assembly: A Highly Efficient Approach to a Selective and Cell Active Protein Tyrosine Phosphatase 1B Inhibitor was written by Liu, Gang;Xin, Zhili;Pei, Zhonghua;Hajduk, Philip J.;Abad-Zapatero, Cele;Hutchins, Charles W.;Zhao, Hongyu;Lubben, Thomas H.;Ballaron, Stephen J.;Haasch, Deanna L.;Kaszubska, Wiweka;Rondinone, Cristina M.;Trevillyan, James M.;Jirousek, Michael R.. And the article was included in Journal of Medicinal Chemistry in 2003.Recommanded Product: 1-Fluoro-2-iodo-4-methylbenzene This article mentions the following:

Using an NMR-based fragment screening and x-ray crystal structure-based assembly, starting with millimolar ligands for both the catalytic site and the second phosphotyrosine binding site, we have identified a small-mol. inhibitor of protein tyrosine phosphatase 1B with low micromolar inhibition constant, high selectivity (30-fold) over the highly homologous T-cell protein tyrosine phosphatase, and good cellular activity in COS-7 cells. In the experiment, the researchers used many compounds, for example, 1-Fluoro-2-iodo-4-methylbenzene (cas: 452-82-4Recommanded Product: 1-Fluoro-2-iodo-4-methylbenzene).

1-Fluoro-2-iodo-4-methylbenzene (cas: 452-82-4) belongs to iodide derivatives. Organic iodides are organic compounds containing a carbon-iodine (C-I) bond. The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. The C–I bond is the weakest of the carbon–halogen bonds. These bond strengths correlate with the electronegativity of the halogen, decreasing in the order F > Cl > Br > I.Recommanded Product: 1-Fluoro-2-iodo-4-methylbenzene

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

One-Pot Direct Synthesis of Weinreb Amides From Aryl and Hetero Aryl Halides Using Co₂(CO)₈ as an Effective CO Source Under Conventional Thermal Heating was written by Baburajan, Poongavanam;Elango, Kuppanagounder P.. And the article was included in Synthetic Communications in 2015.Category: iodides-buliding-blocks This article mentions the following:

A successful protocol for the synthesis of Weinreb amides directly from aryl halides via aminocarbonylation with N,O-dimethylhydroxylamine using Co₂(CO)₈ as an in situ CO source has been demonstrated. The effects of various reaction parameters such as temperature, base, and CO source have also been investigated and optimized. In the experiment, the researchers used many compounds, for example, 4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2Category: iodides-buliding-blocks).

4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2) belongs to iodide derivatives. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine. In the chemical industry, alkyl iodides serve as excellent alkylating agents and, specifically, methyl iodide is used as a methylating agent in the synthesis of various pharmaceutical drugs.Category: iodides-buliding-blocks

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