Category: 123278-03-5

Boelke, Andreas et al. published their research in Organic Letters in 2020 | CAS: 123278-03-5

3-Chloro-2-iodobenzoic acid (cas: 123278-03-5) 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. 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.Formula: C7H4ClIO2

Iodolopyrazolium Salts: Synthesis, Derivatizations and Applications was written by Boelke, Andreas;Kuczmera, Thomas J.;Caspers, Lucien D.;Lork, Enno;Nachtsheim, Boris J.. And the article was included in Organic Letters in 2020.Formula: C7H4ClIO2 This article mentions the following:

The synthesis of iodolopyrazolium triflates via an oxidative cyclization of 3-(2-iodophenyl)-1H-pyrazoles is described. The reaction is characterized by a broad substrate scope, and various applications of these novel cyclic iodonium salts acting as useful synthetic intermediates are demonstrated, in particular in site-selective ring openings. This was finally applied to generate derivatives of the anti-inflammatory drug celecoxib. Their application as highly active halogen-bond donors is shown as well. In the experiment, the researchers used many compounds, for example, 3-Chloro-2-iodobenzoic acid (cas: 123278-03-5Formula: C7H4ClIO2).

3-Chloro-2-iodobenzoic acid (cas: 123278-03-5) 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. 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.Formula: C7H4ClIO2

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

Boelke, Andreas et al. published their research in Advanced Synthesis & Catalysis in 2020 | CAS: 123278-03-5

3-Chloro-2-iodobenzoic acid (cas: 123278-03-5) belongs to iodide derivatives. Iodide-containing intermediates are common in organic synthesis, because of the easy formation and cleavage of the C–I bond. 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.Electric Literature of C7H4ClIO2

Evolution of N-Heterocycle-Substituted Iodoarenes (NHIAs) to Efficient Organocatalysts in Iodine(I/III)-Mediated Oxidative Transformations was written by Boelke, Andreas;Nachtsheim, Boris J.. And the article was included in Advanced Synthesis & Catalysis in 2020.Electric Literature of C7H4ClIO2 This article mentions the following:

The reactivity of ortho-functionalized N-heterocycle-substituted iodoarenes (NHIAs) as organocatalysts in iodine(I/III)-mediated oxidations was systematically investigated in the α-tosyloxylation of ketones as the model reaction. During a systematic catalyst evolution, it was found that NH-triazoles and benzoxazoles have the most significant pos. influence on the reactivity of the central iodine atom. A further catalyst improvement which focused on the substitution pattern of the arene revealed a remarkable ortho-effect. By introduction of an o-OMe group we were able to generate a novel NHIA with a so far unseen catalytic efficiency. This new catalyst is not only easy to synthesize but also enabled the α-tosyloxylation of carbonyl compounds at the lowest reported catalyst loading of only 1 mol%. Finally, the performance of this iodine(I) catalyst was successfully demonstrated in intramol. oxidative couplings of biphenyls and oxidative rearrangements. In the experiment, the researchers used many compounds, for example, 3-Chloro-2-iodobenzoic acid (cas: 123278-03-5Electric Literature of C7H4ClIO2).

3-Chloro-2-iodobenzoic acid (cas: 123278-03-5) belongs to iodide derivatives. Iodide-containing intermediates are common in organic synthesis, because of the easy formation and cleavage of the C–I bond. 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.Electric Literature of C7H4ClIO2

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

Guo, Cui et al. published their research in RSC Advances in 2013 | CAS: 123278-03-5

3-Chloro-2-iodobenzoic acid (cas: 123278-03-5) 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.SDS of cas: 123278-03-5

Palladium-catalyzed annulation reactions of methyl o-halobenzoates with azabicyclic alkenes: a general protocol for the construction of benzo[c]phenanthridine derivatives was written by Guo, Cui;Huang, Kanglun;Wang, Bo;Xie, Longguang;Xu, Xiaohua. And the article was included in RSC Advances in 2013.SDS of cas: 123278-03-5 This article mentions the following:

The annulation reaction of Me o-halobenzoates with azabicyclic alkenes proceeds efficiently to give the corresponding benzo[c]phenanthridine derivatives in good to excellent yields using a developed base-free methodol. based on our preliminary studies. Thirty-seven application examples validate the compatibility of the present strategy with different groups, particularly with the electron-deficient ones, that are difficult to access using other traditional methods. In addition, annulation reactions with non-sym. azabicyclic alkenes are achieved in high regioselectivity. In the experiment, the researchers used many compounds, for example, 3-Chloro-2-iodobenzoic acid (cas: 123278-03-5SDS of cas: 123278-03-5).

3-Chloro-2-iodobenzoic acid (cas: 123278-03-5) 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.SDS of cas: 123278-03-5

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

Christie, G. H. et al. published their research in Journal of the Chemical Society, Transactions in 1923 | CAS: 123278-03-5

3-Chloro-2-iodobenzoic acid (cas: 123278-03-5) belongs to iodide derivatives. Iodide-containing intermediates are common in organic synthesis, because of the easy formation and cleavage of the 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.Recommanded Product: 123278-03-5

Molecular configuration of polynuclear aromatic compounds. IV. 6,6′-Dichlorodiphenic acid; its synthesis and resolution into optically active components was written by Christie, G. H.;James, C. W.;Kenner, James. And the article was included in Journal of the Chemical Society, Transactions in 1923.Recommanded Product: 123278-03-5 This article mentions the following:

2-Iodoaceto-m-toluidide is oxidized by KMnO4 in boiling H2O containing MgSO4 to 2-iodo-3-acetylaminobenzoic acid, m. 199°. Hydrolysis with concentrated HCl gives the HCl salt of 2-iodo-3-aminobenzoic acid, m. 262-3°. 3-Chloro-2-iodobenzoic acid, m. 137-8°; Me ester, b28 182°; Et ester, b15 175°. The Me ester and Cu powder, heated 1 hr. at 230-40°, give 6,6′-dichlorodiphenic acid, m. 288°, as the Me ester, m. 156°. Et ester, m. 103-4°. Repeated fractional crystallization of the mixture of salts from 2 g. acid and 6 g. hydrated brucine gave 2.3 g. of brucine 1-6,6′-dichlorodiphenate, C60H60O12N4Cl2.3H2O, m. 235°; and is the less soluble of the 2 salts. [α]D15 1.97 (CHCl3, c 1.23%). The d-salt, obtained in a yield of 1.35 g., m. 163° (decomposition), is the more soluble and has [α]D15 -58.62° (CHCl3, c 1.16%). This salt crystallines with 1.5 H2O. d-6,6′-Dichlorodiphenic acid, m. 259°. A 0.69% solution of the Na salt showed [α]D15 -20.18°. The l-acid m. 259°; a 1.01% aqueous solution of the Na salt showed [α]D15 21.43°. These results confirm the correctness of the assumption that the cause of the stereoisomerism of the various nitrodiphenic acids previously investigated is not to be sought in any peculiar property of the NO2 group. In the experiment, the researchers used many compounds, for example, 3-Chloro-2-iodobenzoic acid (cas: 123278-03-5Recommanded Product: 123278-03-5).

3-Chloro-2-iodobenzoic acid (cas: 123278-03-5) belongs to iodide derivatives. Iodide-containing intermediates are common in organic synthesis, because of the easy formation and cleavage of the 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.Recommanded Product: 123278-03-5

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

S News New learning discoveries about 123278-03-5

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 123278-03-5, its application will become more common.

Some common heterocyclic compound, 123278-03-5, name is 3-Chloro-2-iodobenzoic acid, molecular formula is C7H4ClIO2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. name: 3-Chloro-2-iodobenzoic acid

Step 1; A 100-mL flask was charged with 3-chloro-2-iodobenzoic (2.43 g, 8.64 mmol, 0.90 equiv) and thionyl chloride (15 mL). The solution was vigorously stirred, then 1 drop of DMF added and the mixture heated to reflux for 4 h. During this time the acid dissolved to give a pale yellow solution. The cooled mixture was evaporated and toluene (50 mL) added, then removed in vacuo. The evaporation/dissolution with toluene/evaporation procedure was repeated twice and the pale yellow 3-chloro-2-iodobenzoyl chloride was placed on the vacuum line.In a separate flask a toluene (30 mL) solution tert-butyl 4-oxopiperidine-1-carboxylate (2.45 g, 12.32 mmol, 1.25 equiv), 4-methoxybenzylamine (1.352 g, 9.6 mmol, 1.0 equiv) and MgSO4 (20 g) were heated to reflux overnight. The mixture was filtered through a bed of Celite, the cake was washed with toluene (30 mL) and the filtrate was evaporated. The amber residue was dissolved in CH2Cl2 (100 mL) and TEA (1.94 g, 2.7 mL, 19.2 mmol, 2.0 equiv) and DMAP (117 mg, 0.96 mmol, 0.1 equiv) were added. The 3-chloro-2-iodobenzoyl chloride prepared above was dissolved in CH2Cl2 (10 mL) and the resultant solution added to the enamine solution over a 10 min period, then stirred overnight. The reaction was quenched by addition of 1.0 M aq HCl (100 mL) and the mixture was transferred to a separatory funnel. The organic layer was washed with brine, dried over Na2SO4, filtered, and evaporated. The residue was purified by flash chromatography on silica gel (120 g) eluting with 19-71% EtOAc in hexanes tert-butyl 4-(3-chloro-2-iodo-N-(4-methoxybenzyl)benzamido)-5,6-dihydropyridine-1(2H)-carboxylate (3.19 g, 5.47 mmol, 63% yield), contaminated with 5% 3-chloro-2-iodo-N-(4-methoxy]benzyl)benzamide, was isolated as a pale yellow foam.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 123278-03-5, its application will become more common.

Reference:
Patent; Claremon, David A.; Singh, Suresh B.; Tice, Colin M.; Ye, Yuanjie; Cacatian, Salvacion; He, Wei; Simpson, Robert; Xu, Zhenrong; Zhao, Wei; US2011/34455; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

S News The important role of 123278-03-5

The synthetic route of 123278-03-5 has been constantly updated, and we look forward to future research findings.

123278-03-5, name is 3-Chloro-2-iodobenzoic acid, belongs to iodides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. category: iodides-buliding-blocks

To a solution of 3-chloro-2-iodobenzoic acid (39.5 g, 140 mmol) in methylene chloride (500 ml) and N,N-dimethylformamide (1.083 ml, 13.98 mmol) was added thionyl chloride (20.41 ml, 280 mmol) dropwise. The mixture was stirred for 1 hour at room temperature and concentrated under reduced pressure to give 3-(3-chloro-2-iodophenyl)propanoyl chloride which was useddirectly in next step. To a stirred solution of N,N,O-trimethylhydroxylamine hydrochloride (20.47 g, 183 mmol) and 3-chloro-2-iodobenzoyl chloride (46 g, 153 mmol) in dry methylene chloride (500 ml) was added triethylamine (74.6 ml, 535 mmol) dropwise at 0C. The mixture was stirred for 4 hours at room temperature and then poured into water. The organic layer was separated, washed with water and brine, dried over Na2504, filtered and concentrated to afford the titlecompound.

The synthetic route of 123278-03-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ABBVIE INC.; MICHAELIDES, Michael; HANSEN, Todd; DAI, Yujia; ZHU, Guidong; FREY, Robin; GONG, Jane; PENNING, Thomas; CURTIN, Michael; MCCLELLAN, William; CLARK, Richard; TORRENT, Maricel; MASTRACCHIO, Anthony; KESICKI, Edward A.; KLUGE, Arthur F.; PATANE, Michael A.; VAN DRIE, John H. Jr.; JI, Zhiqin; LAI, Chunqiu C.; WANG, Ce; (1190 pag.)WO2016/44770; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

New learning discoveries about 123278-03-5

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 123278-03-5, its application will become more common.

Some common heterocyclic compound, 123278-03-5, name is 3-Chloro-2-iodobenzoic acid, molecular formula is C7H4ClIO2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Recommanded Product: 123278-03-5

Step 1; A 100-mL flask was charged with 3-chloro-2-iodobenzoic (2.43 g, 8.64 mmol, 0.90 equiv) and thionyl chloride (15 mL). The solution was vigorously stirred, then 1 drop of DMF added and the mixture heated to reflux for 4 h. During this time the acid dissolved to give a pale yellow solution. The cooled mixture was evaporated and toluene (50 mL) added, then removed in vacuo. The evaporation/dissolution with toluene/evaporation procedure was repeated twice and the pale yellow 3-chloro-2-iodobenzoyl chloride was placed on the vacuum line.In a separate flask a toluene (30 mL) solution tert-butyl 4-oxopiperidine-1-carboxylate (2.45 g, 12.32 mmol, 1.25 equiv), 4-methoxybenzylamine (1.352 g, 9.6 mmol, 1.0 equiv) and MgSO4 (20 g) were heated to reflux overnight. The mixture was filtered through a bed of Celite, the cake was washed with toluene (30 mL) and the filtrate was evaporated. The amber residue was dissolved in CH2Cl2 (100 mL) and TEA (1.94 g, 2.7 mL, 19.2 mmol, 2.0 equiv) and DMAP (117 mg, 0.96 mmol, 0.1 equiv) were added. The 3-chloro-2-iodobenzoyl chloride prepared above was dissolved in CH2Cl2 (10 mL) and the resultant solution added to the enamine solution over a 10 min period, then stirred overnight. The reaction was quenched by addition of 1.0 M aq HCl (100 mL) and the mixture was transferred to a separatory funnel. The organic layer was washed with brine, dried over Na2SO4, filtered, and evaporated. The residue was purified by flash chromatography on silica gel (120 g) eluting with 19-71% EtOAc in hexanes tert-butyl 4-(3-chloro-2-iodo-N-(4-methoxybenzyl)benzamido)-5,6-dihydropyridine-1(2H)-carboxylate (3.19 g, 5.47 mmol, 63% yield), contaminated with 5% 3-chloro-2-iodo-N-(4-methoxy]benzyl)benzamide, was isolated as a pale yellow foam.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 123278-03-5, its application will become more common.

Reference:
Patent; Claremon, David A.; Singh, Suresh B.; Tice, Colin M.; Ye, Yuanjie; Cacatian, Salvacion; He, Wei; Simpson, Robert; Xu, Zhenrong; Zhao, Wei; US2011/34455; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Extracurricular laboratory: Synthetic route of 123278-03-5

The synthetic route of 123278-03-5 has been constantly updated, and we look forward to future research findings.

Reference of 123278-03-5, These common heterocyclic compound, 123278-03-5, name is 3-Chloro-2-iodobenzoic acid, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Step B: Preparation of Ethyl 2-(3-chloro-2-iodophcnyl)acetate; [0923] 3-Chloro-2-iodobenzoic acid (8.83 g, 31 .3 mmol) was stirred in thionyl chloride (125 mL) at reflux for 2 hours. The mixture was cooled to room temperature, the thionyl chloride was removed under vacuum, and the residue was azeotroped once with toluene to give the acid chloride as a dark red solid. Trimethylsilyldiazomethane (2.0M in EtzO, 124 mmol) was added to the acid chloride, and the mixture was stirred for 5 hours at room temperature. Excess reagent was destroyed by the addition of AcOH (until bubbling stopped), and the mixture was partitioned between EtOAc and saturated NaI 1CU3. The layers were separated, and the organic layer was washed with water once, brine once, dried over anhydrous MgSO4 and concentrated in vacuo. ‘I his material was dissolved in absolute EtOH (250 m L) and silver (1) oxide (catalytic amount) was added. The mixture was heated at 8O0C for 30 minutes, cooled to room temperature, and filtered through cclite. The filtrate was concentrated and purified by flash chromatography to give 7.89 g of ethyl 2-(3-chloro-2- iodophenyl)acetate as an orange oil.

The synthetic route of 123278-03-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AMGEN INC.; WO2008/76427; (2008); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com