Category: 19230-28-5

19230-28-5, name is 1,3-Dichloro-2-iodobenzene, 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. Quality Control of 1,3-Dichloro-2-iodobenzene

[0064] To a vigorously stirred solution of magnesium turnings (1.250 g, 50.50 mmol) in 180 mL of dry THF1 bromoanisole (9.430 g, 50.50 mmol) was added slowly and the mixture was then refluxed for 2.5 hours. A cold solution of the 2,6- dichloroiodobenzene (6.818 g; 25.00 mmol) with vinylmagnesium bromide (1 equivalent; 32.5 mL of 0.7 M solution in cyclohexane) at -18 C was transfeired to the refluxing Grignard solution and stirred for 2.5 hours. The reaction mixture was brought to room temperature and CO2 was bubbled in overnight. It was then quenched with 150 niL of 6N HCl, extracted with Et2O (3×150 mL) and then washed with water and saturated NaHCO3. The crude mixture was purified by flash chromatography (silica gel; hexane:CH2Cl2 1 :4) and resulted in 14 as a white powder 42.6% (3.56 g).[0065] A mixture of 14 (3 g, 9 mmol), 14 mL of aqueous hydrobromic acid (d. 1.48), and 14 mL of 33% hydrogen bromide in glacial acetic acid was warmed with vigorous stirring for six hours under a dry carbon dioxide atmosphere. The mixture was then suspended in water. The resulting fine gray precipitate was dissolved in a small volume of 15% sodium hydroxide, filtered, and then precipitated with added concentrated hydrochloric acid. The resulting solid was added to a mixture of potassium carbonate (3.7 g, 27mmol) in DMF (100 mL). Methyl iodide (1.27 g, 9mmol) was added slowly to the mixture at 0C and stirred at room temperature for 4 hours. The reaction was quenched with 50 mL of 3N HCl and extracted with Et2theta (3×100 mL). The solvent was evaporated leaving the crude product 15, which was further purified by flash chromatography (silica gel; CH2Cl2: Methanol 1 :0.05).[0066] Tris(hydroxym ethyl )nitromethane 16 (10.0 g, 66.17 mmol) was dissolved in dry pyridine 60 mL and cooled to 0C. Tosylchloride (39.2 g, 211.00 mmol) in 80 mL pyridine was slowly added to this solution over 3.5 hours. The reaction mixture was stirred at room temperature overnight and quenched by adding ice. The product was extracted into CH2Cl2 and was successively washed with IM HCl, brine and water. The solvent was evaporated and the resulting white powder was dried over Na2SO4. Yield: 22.57 g; 55.6%.[0067] Tris(para-tolylsulfonylmethyl)nitromethane 17 (3.070 g, 5.0 mmol), and 15 (6.407g, 20 mmol) and NaOH (0.800 g, 20.0 mmol) were dissolved/suspended in 20 mL DMF and the reaction mixture was heated to reflux at 160C for 17 hours. After cooling to room temperature 100 mL water was added and the precipitate was isolated by filtration. The final product 18 was washed with water and MeOH. [0068] The final product 18 (5.3 g, 5.0 mmol) and tin(II) chloride (2.84 g, 15 mmol) were combined in ethanol (180 mL) and 37% HCl (50 mL). After being heated at 65C overnight, the reaction was cooled, and most of the ethanol was removed using a rotary evaporator. Water (50 mL) was added, and the resulting precipitate was filtered, washed with water, and dried under high vacuum to give the product as the hydrochloride salt of Compound III.

The synthetic route of 19230-28-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE SCRIPPS RESEARCH INSTITUTE; REBEK, Julius, Jr.; BERRYMAN, Orion B.; SATHER, Aaron C.; WO2010/138720; (2010); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 19230-28-5, name is 1,3-Dichloro-2-iodobenzene, molecular formula is C6H3Cl2I, 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: 19230-28-5

General procedure: To a stirred solution of complex 1 (10 mg, 0.0125 mmol) in a mixed solvent of n-heptane (1.5 mL) and water (1.5 mL) were added KCN (10.6 mg, 0.1625 mmol), ZnCl2 (11.1 mg, 0.0825 mmol), NaBH4 (0.5 mg, 0.0125 mmol), and iodobenzene (26 mg, 0.125 mmol). The reaction mixture was stirred at 100 C for 1 h under nitrogen atmosphere. After cooling the reaction mixture in an ice-bath, aliquots of the organic layer were transferred to a vial with a Pasteur pipette. Eluting the aliquots with diethyl ether on a short glass-column (0.7 × 15 cm) packed with alumina (ca. 1 cm) resulted in a clear yellowish solution which was analyzed with GC/MS.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 19230-28-5, its application will become more common.

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 19230-28-5, name is 1,3-Dichloro-2-iodobenzene, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 19230-28-5

General procedure: A general procedure for the synthesis of diarylacetylenes 2 involved the addition of 2.0 mmol of arylacetylene to a mixture of 2.1 mmol of an aryliodide, 3.0 mmol of diisoproprylethylamine, 0.02 mmol of Pd(PPh3)4,and 0.02 mmol of CuI in water (7 mL). The mixture was stirred for 1-2 h at 75C. After cooling, the product was collected by filtration or extracted using dichloromethane and purified by recrystallization and/or chromatography.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 19230-28-5.

Reference:
Article; Sviripa, Vitaliy M.; Zhang, Wen; Kril, Liliia M.; Liu, Alice X.; Yuan, Yaxia; Zhan, Chang-Guo; Liu, Chunming; Watt, David S.; Bioorganic and Medicinal Chemistry Letters; vol. 24; 15; (2014); p. 3638 – 3640;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 19230-28-5, name is 1,3-Dichloro-2-iodobenzene, belongs to iodides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 19230-28-5, Application In Synthesis of 1,3-Dichloro-2-iodobenzene

EXAMPLE 2; Preparation of S-chloro^-wopropylidene-benzonorbornadiene (Compound No. 5.26); a) n-Butyllithium variant, from l,3-dichloro-2-iodo-benzene.; To a stirred solution of l,3-dichloro-2-iodo-benzene (38.21g, 140 mmol) and 6,6-dimethyl- fulvene (46.35g, assay 96.2%, 420 mmol) in dry toluene (600 ml) under a nitrogen atmosphere, 58.8 ml of a 2.5M toluene solution of w-butyllithium (147 mmol)were added dropwise at O0C within 16 minutes. After a further 10 minutes at O0C, the reaction mixture was allowed to stand at ambient temperature overnight. Aqueous work up with saturated aqueous ammonium chloride and ethyl acetate extraction followed by washings with brine and water and drying over sodium sulphate gave a crude material which was purified by chromatography on silica gel in hexane to give 19.79g of the desired product as a yellow oil (assay 94.7% by g.l.c, 62% yield). Yellow crystals of m.p. 83-850C were obtained from cold hexane.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; WO2007/68417; (2007); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 19230-28-5, These common heterocyclic compound, 19230-28-5, name is 1,3-Dichloro-2-iodobenzene, 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.

General procedure: To a stirred solution of complex 1 (10 mg, 0.0125 mmol) in a mixed solvent of n-heptane (1.5 mL) and water (1.5 mL) were added KCN (10.6 mg, 0.1625 mmol), ZnCl2 (11.1 mg, 0.0825 mmol), NaBH4 (0.5 mg, 0.0125 mmol), and iodobenzene (26 mg, 0.125 mmol). The reaction mixture was stirred at 100 C for 1 h under nitrogen atmosphere. After cooling the reaction mixture in an ice-bath, aliquots of the organic layer were transferred to a vial with a Pasteur pipette. Eluting the aliquots with diethyl ether on a short glass-column (0.7 ¡Á 15 cm) packed with alumina (ca. 1 cm) resulted in a clear yellowish solution which was analyzed with GC/MS.

Statistics shows that 1,3-Dichloro-2-iodobenzene is playing an increasingly important role. we look forward to future research findings about 19230-28-5.

Reference:
Article; Shim, Young Ji; Lee, Ho Jin; Park, Soonheum; Journal of Organometallic Chemistry; vol. 696; 26; (2012); p. 4173 – 4178;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 19230-28-5, name is 1,3-Dichloro-2-iodobenzene, A new synthetic method of this compound is introduced below., category: iodides-buliding-blocks

A mixture of7-chloro-2-(trimethylstannyl)furo[2,3-c]pyridine (63 mg, 0.23 mmol), 1,3-dichloro-2-iodobenzene (73 mg, 0.27 mmol), Pd2(dba)3(10 mg, 0.011 mmol), tris(2-furyl)phosphine (5 mg, 0.022 mmol) and NMP (2 mL)was degassed with N2for 10 min. The resulting mixture was irradiated in a microwave reactor at 130 C for 0.5 h. The mixture was allowed to cool to room temperature, poured into water (25 mL) and extracted with diethyl ether (2 x 50 mL). The combined organic layer was dried over anhydrous sodium sulfate, filtered and evaporated. The residue was purified by silica gel column chromatography eluting with a 0-100% gradient of diethyl ether in heptane. Appropriate fractions were combined and evaporated to afford the title compound (49 mg, 83% yield) as a white solid. H NMR (400 MHz, DMSO-d6): delta 8.31 (1H, d,J= 5.3 Hz), 7.87 (1H, d,J= 5.1 Hz), 7.76 – 7.72 (2H, m), 7.69 – 7.65 (1H, m), 7.50 (1H, s); LCMS (ESI) m/z: 298.2 [M+H]+.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Article; Liang, Jun; Van Abbema, Anne; Balazs, Mercedesz; Barrett, Kathy; Berezhkovsky, Leo; Blair, Wade S.; Chang, Christine; Delarosa, Donnie; DeVoss, Jason; Driscoll, Jim; Eigenbrot, Charles; Goodacre, Simon; Ghilardi, Nico; MacLeod, Calum; Johnson, Adam; Bir Kohli, Pawan; Lai, Yingjie; Lin, Zhonghua; Mantik, Priscilla; Menghrajani, Kapil; Nguyen, Hieu; Peng, Ivan; Sambrone, Amy; Shia, Steven; Smith, Jan; Sohn, Sue; Tsui, Vickie; Ultsch, Mark; Williams, Karen; Wu, Lawren C.; Yang, Wenqian; Zhang, Birong; Magnuson, Steven; Bioorganic and Medicinal Chemistry Letters; vol. 27; 18; (2017); p. 4370 – 4376;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 19230-28-5, A common heterocyclic compound, 19230-28-5, name is 1,3-Dichloro-2-iodobenzene, molecular formula is C6H3Cl2I, 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.

General procedure: (S)-3-((R)-Hydroxyphenylmethyl)pyrrolidine-1-carboxylic acid t-butyl ester 11a (250 mg, 0.9 mmol), copper(I) iodide (51 mg, 270 mumol), 1,10-phenanthroline (97 mg, 540 mumol) and 2,4-difluoro-1-iodobenzene (216 muL, 1.8 mmol) were combined in a vial under air. Toluene (1.4 mL, 14 mmol) was added, followed by the addition of cesium carbonate (587 mg, 1.8 mmol). Air was bubbled through the mixture, the vial was sealed, and the mixture was heated at 105C for 48 hours. The mixture was filtered through Celite. The Celite was then rinsed with DCM (2 x 15 ml), and the resultant filtrate was concentrated. The resultant oil was treated with 1.25 M of HCl in EtOH (5.8 mL, 7.2 mmol) and stirred overnight. The mixture was concentrated and purified by reverse phase preparative HPLC (10 to 70% CH3CN in water with 0.5% TFA) to yield 76 mg (97% purity, 26% yield) of the title compound as the mono-TFA salt.

The synthetic route of 19230-28-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Van Orden, Lori Jean; Van Dyke, Priscilla M.; Saito, D. Roland; Church, Timothy J.; Chang, Ray; Smith, Jacqueline A.M.; Martin, William J.; Jaw-Tsai, Sarah; Stangeland, Eric L.; Bioorganic and Medicinal Chemistry Letters; vol. 23; 5; (2013); p. 1456 – 1461;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

19230-28-5, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 19230-28-5, name is 1,3-Dichloro-2-iodobenzene, A new synthetic method of this compound is introduced below.

Preparation 2 Preparation of 2′,6′-Dichloro-4-biphenylcarboxylic acid A mixture of 2,6-dichloro-1-iodobenzene (0.5 g, 1.8 mmol), 4-carboxybenzeneboronic acid (0.3 g, 1.8 mmol), tetrakis(triphenylphosphine)-palladium(0) (40 mg), and sodium carbonate (0.68 g, 6.4 mmol) in a 1:1 mixture of 1,2-dimethoxyethane and water (26 mL) was heated at reflux for 16 h. The mixture was cooled and extracted with ether. The aqueous phase was acidified with 3M hydrochloric acid, allowed to stand for 16 h, and filtered. The filter cake was washed with water and dried to give the title compound.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; EP1140072; (2004); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

19230-28-5, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 19230-28-5 name is 1,3-Dichloro-2-iodobenzene, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Under an argon atmosphere,2- [3- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) biphenyl-5-yl] -4,6- diphenyl- 1,3,5-triazine 2.0 g, 3.9 mmol),2,6-Dichloro-1-iodobenzene (1.2 g, 4.3 mmol),And bis (triphenylphosphine) palladium dichloride(55 mg, 78 mumol)Was suspended in THF (39 mL)To this was added 3 M potassium carbonate aqueous solution (2.6 mL).The mixture was stirred at 80 C. for 30 hours and then allowed to cool to room temperature. Water (30 mL) and methanol (30 mL) were added to the reaction solution, and the resulting precipitate was separated by filtration and washed with water, methanol and hexane.By recrystallizing the obtained solid from toluene,A white solid (1.3 g, 2.5 mmol, 64%) of the intermediate 2- (2 ‘, 6’-dichloro-5-phenylbiphenyl-3-yl) -4,6- diphenyl- ) Was obtained.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,3-Dichloro-2-iodobenzene, and friends who are interested can also refer to it.

Reference:
Patent; TOSOH CORPORATION; SAGAMI CHEMICAL RESEARCH INSTITUTE; AIHARA, HIDENORI; SHONO, TOMOHIRO; UCHIDA, NAOKI; NOMURA, KEISUKE; HATTORI, KAZUKI; (90 pag.)JP2018/95562; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com