Category: 63069-48-7

Chaisan, Nattawadee; Ruengsangtongkul, Sureeporn; Tummatorn, Jumreang; Ruchirawat, Somsak; Chainok, Kittipong; Thongsornkleeb, Charnsak published an article in 2021. The article was titled 《Dibrominative Spirocyclization of 2-Butynolyl Anilides: Synthesis of gem-Dibromospirocyclic Benzo[d][1,3]oxazines and Their Application in the Synthesis of 4H-Furo[3,2-b]indoles》, and you may find the article in Journal of Organic Chemistry.Quality Control of 4-Chloro-2-iodoaniline The information in the text is summarized as follows:

The combination of catalytic aqueous hydrochloric acid (HCl) and N-bromosuccinimide (NBS) generated electrophilic bromine monochloride (BrCl), which readily induced spiroannulation of 2-alkynolyl anilides I (n = 1,2, X = Cl, Br; n = 3, X = Br; R1 = H, 6-Me, 7-Cl, 6-CN, etc.; R2 = Ph, tert-Bu, cyclohexyl, etc.; R3 = H, Ph) to form gem-dibromospirocyclic benzo[d][1,3]oxazines II in up to 92% yield. The reaction occurred under mild and metal-free conditions using EtOAc as a green solvent. The resulted spirocyclic products contained benzo[d][1,3]oxazine II, which was useful both as a pharmacophore and synthetic precursor. In addition, the current protocol allowed to effortlessly introduce the sp3-gem-dibromide carbon adjacent to the sterically demanding spiroketal center. These spiroheterocycles (n = 1) were shown to be synthetically versatile and conveniently maneuvered. Base-promoted debrominative aromatization of these spirocycles II (n = 1; X = Br) unmasked rare and synthetically useful 2-aryl-3-bromofurans III in mostly excellent yields. These 3-bromofurans III were well-suited substrates for intramol. Ullmann C-N bond coupling to construct difficult-to-prepare 4H-furo[3,2-b]indoles IV. Addnl., the current protocol was flexible and adaptable to prepare the gem-dichloride variants. In the experiment, the researchers used 4-Chloro-2-iodoaniline(cas: 63069-48-7Quality Control of 4-Chloro-2-iodoaniline)

4-Chloro-2-iodoaniline(cas: 63069-48-7) belongs to anime. Many important products require amines as part of their syntheses. Methylamine is utilized in the production of the analgesic meperidine (trade name Demerol) and the photographic developer Metol (trademark), and dimethylamine is used in the synthesis of the antihistamine diphenhydramine (trade name Benadryl), the solvent dimethylformamide (DMF), and the rocket propellant 1,1-dimethylhydrazine. The synthesis of the insect repellent N,N-diethyl-m-toluamide (DEET) incorporates diethylamine while that of the synthetic fibre Kevlar requires aromatic amines.Quality Control of 4-Chloro-2-iodoaniline

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

《Alkanethiols Mediated Cyclization of o-Alkynylisocyanobenzenes: Synthesis of bis-Thiolated Indole Derivatives》 was published in Journal of Organic Chemistry in 2020. These research results belong to La-ongthong, Kannika; Naweephattana, Phiphop; Khaikate, Onnicha; Surawatanawong, Panida; Soorukram, Darunee; Pohmakotr, Manat; Reutrakul, Vichai; Leowanawat, Pawaret; Kuhakarn, Chutima. Application In Synthesis of 4-Chloro-2-iodoaniline The article mentions the following:

Reactions of o-alkynylisocyanobenzenes with a variety of alkanethiols (Alk-SH) provided the corresponding bis-thiolated indole derivatives The merits of the reaction include metal-free, room temperature, mild reaction conditions and broad functional group compatibility. The reaction proceeded via nucleophilic addition of the alkanethiol to an isonitrile moiety, 5-exo cyclization, followed by nucleophilic addition of alkanethiol to a 3-alkylideneindole intermediate. D. functional calculations on the electronic structures and relative free energies of 5-exo and 6-endo cyclization pathways supported that the 5-exo cyclization was preferable. After reading the article, we found that the author used 4-Chloro-2-iodoaniline(cas: 63069-48-7Application In Synthesis of 4-Chloro-2-iodoaniline)

4-Chloro-2-iodoaniline(cas: 63069-48-7) belongs to anime. The reaction of alkyl halides, R―X, where X is a halogen, or analogous reagents with ammonia (or amines) is useful with certain compounds. Not all alkyl halides are effective reagents; the reaction is sluggish with secondary alkyl groups and fails with tertiary ones. Its usefulness is largely confined to primary alkyl halides (those having two hydrogen atoms on the reacting site).Application In Synthesis of 4-Chloro-2-iodoaniline

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

In 2022,Cai, Chen; Lu, Yi; Yuan, Chengcheng; Fang, Zheng; Yang, Xiaobing; Liu, Chengkou; Guo, Kai published an article in ACS Sustainable Chemistry & Engineering. The title of the article was 《Metal-Free C-C Cross Coupling: Electrosynthesis of Azaheterocycles through Anodic Oxidation Cyclization of 1,6-Enynes》.Application In Synthesis of 4-Chloro-2-iodoaniline The author mentioned the following in the article:

A straightforward synthesis of azaheterocycles has been developed through electrochem. aerobic oxidation cyclization using a user-friendly undivided electrolytic cell at room temperature under catalyst-free conditions. This green and practical electrosynthesis strategy features good functional group, diverse electronic and steric properties tolerance. Based on a series of mechanistic investigation, including isotope labeling, singlet oxygen inhibiting, superoxide radical anion inhibiting, radical-trapping, cyclic voltammetry and controlled potential electrolysis experiments, a possible N-centered radical-initiated mechanism was proposed. The experimental process involved the reaction of 4-Chloro-2-iodoaniline(cas: 63069-48-7Application In Synthesis of 4-Chloro-2-iodoaniline)

4-Chloro-2-iodoaniline(cas: 63069-48-7) belongs to anime. Left-handed and right-handed forms (mirror-image configurations, known as optical isomers or enantiomers) are possible when all the substituents on the central nitrogen atom are different (i.e., the nitrogen is chiral). With amines, there is extremely rapid inversion in which the two configurations are interconverted.Application In Synthesis of 4-Chloro-2-iodoaniline

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

SDS of cas: 63069-48-7In 2021 ,《Iodine-Catalyzed Methylthiolative Annulation of 2-Alkynyl Biaryls with DMSO: A Metal-Free Approach to 9-Sulfenylphenanthrenes》 was published in Journal of Organic Chemistry. The article was written by Mukherjee, Nilanjana; Chatterjee, Tanmay. The article contains the following contents:

An iodine-catalyzed sustainable, cost-effective, and atom-economic synthetic methodol. is developed to synthesize a wide variety of valuable sulfenylphenanthrenes I (R = Me, CD3, Ph; R1 = C6H5, 4-CN-C6H4, 3-CH3-C6H4, etc.; R2 = H, 6-Cl; R3 = H, 2-Cl, 2-Br, 2-F, etc.) and polycyclic heteroaromatics e.g., II in moderate to high yield through electrophilic thiolative annulation of 2-alkynyl biaryls such as., 3-(2-(Phenylethynyl)phenyl)thiophene (6-endo-dig cyclization) using Me sulfoxides such as DMSO (DMSO) as the sulfur source under transition-metal-free conditions. The transformation requires only iodine in a catalytic amount and trifluoroacetic anhydride. Notably, DMSO played multiple roles such as methylthiolating reagent, oxidant, and solvent in this reaction. The experimental process involved the reaction of 4-Chloro-2-iodoaniline(cas: 63069-48-7SDS of cas: 63069-48-7)

4-Chloro-2-iodoaniline(cas: 63069-48-7) belongs to anime. Examples of direct uses of amines and their salts are as corrosion inhibitors in boilers and in lubricating oils (morpholine), as antioxidants for rubber and roofing asphalt (diarylamines), as stabilizers for cellulose nitrate explosives (diphenylamine), as protectants against damage from gamma radiation (diarylamines), as developers in photography (aromatic diamines), as flotation agents in mining, as anticling and waterproofing agents for textiles, as fabric softeners, in paper coating, and for solubilizing herbicides.SDS of cas: 63069-48-7

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

In 2022,Kotipalli, Ramesh; Nagireddy, Attunuri; Reddy, Maddi Sridhar published an article in Organic & Biomolecular Chemistry. The title of the article was 《Palladium-catalyzed cyclizative cross coupling of ynone oximes with 2-haloaryl N-acrylamides for isoxazolyl indoline bis-heterocycles》.COA of Formula: C6H5ClIN The author mentioned the following in the article:

Herein, a dual-cyclizative coupling of ynone oxime ethers RC(=NOR1)CCR2 (R = Ph, furan-2-yl, 3,4,5-trimethoxyphenyl, etc.; R1 = Me, Bn; R2 = Ph, 6-methoxynaphthalen-2-yl, cyclohex-1-en-1-yl, phenanthren-9-yl, etc.) with acrylamides R3N(R4)C(O)C(CH2)R5 (R3 = 2-iodophenyl, 5-fluoro-2-iodophenyl, 2-bromophenyl, etc.; R4 = Me, Et; R5 = H, Me) for the synthesis of methylene-linked isoxazolyl 2-oxindoles I (R6 = H, 5-Et, 6-F, 5-Cl, etc.) was demonstrated. The cascade was triggered by a palladium(II)-catalyzed ynone oxime ether cyclization, which underwent a Heck-type coupling intercepted by an aryl iodide insertion. Control experiments were carried out to understand the mechanism. In the experimental materials used by the author, we found 4-Chloro-2-iodoaniline(cas: 63069-48-7COA of Formula: C6H5ClIN)

4-Chloro-2-iodoaniline(cas: 63069-48-7) belongs to anime. Amines can be classified according to the nature and number of substituents on nitrogen. Aliphatic amines contain only H and alkyl substituents. Aromatic amines have the nitrogen atom connected to an aromatic ring.Important amines include amino acids, biogenic amines, trimethylamine, and aniline. Inorganic derivatives of ammonia are also called amines, such as monochloramine (NClH2).COA of Formula: C6H5ClIN

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

In 2022,Jia, Shiqi; Tian, Yuhong; Li, Xin; Wang, Pengfei; Lan, Yu; Yan, Hailong published an article in Angewandte Chemie, International Edition. The title of the article was 《Atroposelective Construction of Nine-Membered Carbonate-Bridged Biaryls》.Recommanded Product: 4-Chloro-2-iodoaniline The author mentioned the following in the article:

The authors herein demonstrate an efficient method for the atroposelective construction of nine-membered carbonate-bridged biaryls, e.g., I, through vinylidene ortho-quinone methide (VQM) intermediates. Diverse products with desirable pharmacol. features were synthesized in satisfying yields and good to excellent enantioselectivities. In subsequent bioassays, several agents showed considerable antiproliferative activity via the mitochondrial-related apoptosis mechanism. Further transformations produced more structural diversity and may inspire new ideas for developing functional mols. The experimental part of the paper was very detailed, including the reaction process of 4-Chloro-2-iodoaniline(cas: 63069-48-7Recommanded Product: 4-Chloro-2-iodoaniline)

4-Chloro-2-iodoaniline(cas: 63069-48-7) belongs to anime. Aniline, ethanolamines, and several other amines are major industrial commodities used in making rubber, dyes, pharmaceuticals, and synthetic resins and fibres and for a host of other applications. Most of the numerous methods for the preparation of amines may be broadly divided into two groups: (1) chemical reduction (replacement of oxygen with hydrogen atoms in the molecule) of members of several other classes of organic nitrogen compounds and (2) reactions of ammonia or amines with organic compounds.Recommanded Product: 4-Chloro-2-iodoaniline

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

Kim, Ahreum; Kim, Aram; Park, Sunjung; Kim, Sangji; Jo, Hongil; Ok, Kang Min; Lee, Sang Kook; Song, Jayoung; Kwon, Yongseok published their research in Angewandte Chemie, International Edition in 2021. The article was titled 《Catalytic and Enantioselective Control of the C-N Stereogenic Axis via the Pictet-Spengler Reaction》.Electric Literature of C6H5ClIN The article contains the following contents:

An unprecedented example of a chiral phosphoric acid-catalyzed atroposelective Pictet-Spengler reaction of N-arylindoles is reported. Highly enantioenriched N-aryl-tetrahydro-β-carbolines with C-N bond axial chirality are obtained via dynamic kinetic resolution The hydrogen bond donor introduced on the bottom aromatic ring, forming a secondary interaction with the phosphoryl oxygen, is essential to achieving high enantioselectivity. A wide variety of substituents are tolerable with this transformation to provide up to 98% ee. The application of electron-withdrawing group-substituted benzaldehydes enables the control of both axial and point stereogenicity. Biol. evaluation of this new and unique scaffold shows promising antiproliferative activity and emphasizes the significance of atroposelective synthesis. After reading the article, we found that the author used 4-Chloro-2-iodoaniline(cas: 63069-48-7Electric Literature of C6H5ClIN)

4-Chloro-2-iodoaniline(cas: 63069-48-7) belongs to anime. Large quantities of aliphatic amines are made synthetically. The most widely used industrial method is the reaction of alcohols with ammonia at a high temperature, catalyzed by metals or metal oxide catalysts (e.g., nickel or copper). Mixtures of primary, secondary, and tertiary amines are thereby produced.Electric Literature of C6H5ClIN

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

He, Yu-Ping; Cao, Jian; Wu, Hua; Wang, Qian; Zhu, Jieping published their research in Angewandte Chemie, International Edition in 2021. The article was titled 《Catalytic Enantioselective Aminopalladation-Heck Cascade》.Recommanded Product: 4-Chloro-2-iodoaniline The article contains the following contents:

Domino processes initiated by intramol. nucleopalladation of alkynes have been developed into powerful synthetic tools for the synthesis of functionalized heterocycles. However, a catalytic enantioselective version of this class of reactions remains scarce. We report herein that reaction of 2-alkynylanilines with prochiral cyclopentenes in the presence of a catalytic amount of Pd(OAc)2, a chiral bidentate pyrox ligand and O2 as terminal oxidant affords the structurally diverse indole-cyclopentene conjugates, e.g., I, bearing two stereocenters in a highly diastereo- and enantio-selective manner. One of the products is converted to a heavily functionalized tetracyclic indolinone derivative The experimental part of the paper was very detailed, including the reaction process of 4-Chloro-2-iodoaniline(cas: 63069-48-7Recommanded Product: 4-Chloro-2-iodoaniline)

4-Chloro-2-iodoaniline(cas: 63069-48-7) belongs to anime. In organic chemistry, amines are compounds and functional groups that contain a basic nitrogen atom with a lone pair. Amines are formally derivatives of ammonia (NH3), wherein one or more hydrogen atoms have been replaced by a substituent such as an alkyl or aryl group (these may respectively be called alkylamines and arylamines; amines in which both types of substituent are attached to one nitrogen atom may be called alkylarylamines).Recommanded Product: 4-Chloro-2-iodoaniline

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

《An expedient route to tricyanovinylindoles and indolylmaleimides from o-alkynylanilines utilising DMSO as a one-carbon synthon》 was written by Chakraborty, Nikita; Dahiya, Anjali; Rakshit, Amitava; Modi, Anju; Patel, Bhisma K.. Electric Literature of C6H5ClINThis research focused ontricyanovinylindole preparation; alkynyl aniline malononitrile DMSO cascade palladium catalyst copper; indolylmaleimide preparation; phenyl indolyl ethene tricarbonitrile malononitrile cascade palladium catalyst copper. The article conveys some information:

A Pd(II)/Cu(II) catalyzed domino synthesis of tricyanovinylindoles I [R1 = H, 5-Me, 5-F, etc.; R2 = cyclopropyl, Ph, 2-naphthyl, etc.] was synthesized via reaction starting from o-alkynylanilines, malononitrile and utilizing DMSO as a one-carbon synthon. The reaction proceeded via the construction of 2-aryl-3-formyl indoles followed by sequential addition of malononitrile and a CN resulting in two C-C, one C=C and one C-N bonds in the final product. Furthermore, post-synthetic modification of some of the compounds I resulted in the unprecedented formation of 4-cyano-3-indolylmaleimides II [R3 = H, 5-Me, 5-Cl, etc.; R4 = H, 4-F, 4-tBu, etc.]. Photophys. studies of compoundsI [R1 = H, 5-CF3, 5-iPr; R2 = n-Bu, Ph, 4-MeC6H4, 4-F3CC6H4, 2-Br-5-FC6H3, 2-naphthyl] showed emission in the visible range. In the part of experimental materials, we found many familiar compounds, such as 4-Chloro-2-iodoaniline(cas: 63069-48-7Electric Literature of C6H5ClIN)

4-Chloro-2-iodoaniline(cas: 63069-48-7) belongs to anime. Halogenation, in which one or more hydrogen atoms of an amine is replaced by a halogen atom, occurs with chlorine, bromine, and iodine, as well as with some other reagents, notably hypochlorous acid (HClO). With primary amines the reaction proceeds in two stages, producing N-chloro- and N,N-dichloro-amines, RNHCl and RNCl2, respectively. With tertiary amines, an alkyl group may be displaced by a halogen.Electric Literature of C6H5ClIN

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

In 2022,Arora, Ramon; Rodriguez, Jose F.; Whyte, Andrew; Lautens, Mark published an article in Angewandte Chemie, International Edition. The title of the article was 《Accessing Unsymmetrically Linked Heterocycles through Stereoselective Palladium-Catalyzed Domino Cyclization》.HPLC of Formula: 63069-48-7 The author mentioned the following in the article:

A palladium-catalyzed strategy is presented to synthesize unsym. linked heterocycles within stereoselective tetrasubstituted olefins I [R 1 = C6H5, 3-ClC6H4, 3-CH3C6H4, etc.; R2 = H, 5-Me, 5-Cl, 5-CF3, 6-C(O)2Me; R3 = Me, Bn, cyclohexylmethyl, etc.; R4 = Ph, 2-thienyl, cyclohexynyl, etc.; R5 = H, 6-Cl, 5-CN, 5-F, 5-CF3]. This reaction is proposed to occur via a vinyl-PdII intermediate capable of initiating the cyclization of various alkyne-tethered nucleophiles II (R6 = H, 5-Me, 5-Cl, 5-CF3, 5-C(O)2Me) and III (R7 = H, 5-Cl, 4-CN, 4-F, 4-CF3). Products I are formed in up to 96% yield with excellent stereoselectivities using low catalyst loadings. This transformation was scalable up to 1 mmol and mechanistic studies suggest a syn-carbopalladation of the carbamoyl chloride followed by PdII-catalyzed cyclization of alkyne-tethered nucleophiles. In addition to this study using 4-Chloro-2-iodoaniline, there are many other studies that have used 4-Chloro-2-iodoaniline(cas: 63069-48-7HPLC of Formula: 63069-48-7) was used in this study.

4-Chloro-2-iodoaniline(cas: 63069-48-7) belongs to anime. Left-handed and right-handed forms (mirror-image configurations, known as optical isomers or enantiomers) are possible when all the substituents on the central nitrogen atom are different (i.e., the nitrogen is chiral). With amines, there is extremely rapid inversion in which the two configurations are interconverted.HPLC of Formula: 63069-48-7

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