Tag: M.W=200-300

Adding a certain compound to certain chemical reactions, such as: 135050-44-1, name is 3-Chloro-4-iodoaniline, 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 135050-44-1, Recommanded Product: 3-Chloro-4-iodoaniline

EXAMPLE 8 (METHOD 2A) (3-Chloro-4iodo-phenyl)-carbamic acid tert-butyl ester To a solution of 3-chloro-4-iodo-aniline (10 g) in tetrahydrofuran (40 mL) containing diiso-propylethylamine (6.9 mL) is added di-tert-butyl-dicarbonate (8.6 g) and the mixture is heated to reflux. After approximately 15 hours additional portions of diisopropylethylamine (6.9 mL) and di-tert-butyl-dicarbonate (21 g) is added and heating is continued for approximately 24 hours. The solution is then cooled, concentrated under reduced pressure, diluted with ethyl acetate, and washed successively three times with 5% aqueous hydrochloric acid then once with saturated aqueous sodium chloride. The solution is dried over anhydrous sodium sulfate then concentrated under reduced pressure to provide the desired crude product as a brown oil. Crystallization is induced by addition of hexanes, and the collected solid material is recrystallized from hexanes to give the desired product as a white solid.

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; American Home Products Corporation; US6166028; (2000); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 61272-76-2, name is 4-Fluoro-2-iodoaniline, molecular formula is C6H5FIN, 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: 4-Fluoro-2-iodoaniline

N-Benzyl-5-bromo-2-iodobenzamide (125 mg, 0.30 mmol), 4-fluoro-2-iodoaniline (29 pL, 0.25 mmol), copper(I) iodide (10 mg, 0.05 mmol), and potassium carbonate (86 mg, 0.63 mmol) were taken up in anhydrous DMSO (1.5 mL). The resulting reaction mixture was first stirred at 80 C for 2 hr, followed by heating to 135 C for another 10 hr. After cooling to room temperature, the mixture was diluted with an excess of Et2O and washed with water. The organic layer was dried over Na2SO4, filtered and concentrated. The residue was purified by flash column chromatography (EtOAc : Hex = 0 : 100 to 100 : 0, EtOAc : DCM = 0 : 100 to 30 : 70) to give 10-benzyl-2-bromo-8-fluoro-5,10-dihydro-11H-dibenzo[5,e][1,4]diazepin-11-one (43 mg, 44 %) as a light yellow solid. 1H NMR (500 MHz, DMSO-d6) delta 8.06 (s, 1H), 7.74 (d, J = 2.4 Hz, 1H), 7.54 (dd, J =2.4, 85 Hz, 1H), 7.30 – 7.24 (m, 5H), 7.22 – 7.17 (m, 1H), 7.09 (dd, J = 6.0, 8.7 Hz, 1H), 7.04 (d, J= 8.9 Hz, 1H), 6.91 (td, J= 2.7, 8.4 Hz, 1H), 5.26 (s, 2H); LC/MS (ESI) m/z 396.73 [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 61272-76-2, its application will become more common.

Reference:
Patent; DANA-FARBER CANCER INSTITUTE, INC.; GRAY, Nathanael, S.; DE CLERCQ, Dries; JANG, Jaebong; JANNE, Pasi; TO, Ciric; ECK, Michael; PARK, Eunyoung; HEPPNER, David; (0 pag.)WO2019/164932; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 627-31-6, name is 1,3-Diiodopropane(stabilized with Copper chip), 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 627-31-6, category: iodides-buliding-blocks

(b) Synthesis of 1-(4-nitro-phenyl)-cyclobutanecarboxylic acid methyl ester (4-Nitro-phenyl)-acetic acid methyl ester (15.21 g, 76.9 mmol) was dissolved in anhydrous DMF (80 mL) and allowed to stir until all solid dissolved. The solution was cooled to 0 C. with an ice bath. Sodium hydride (6.32 g, 153.8 mmol; 60% dispersion in oil) was added slowly and cautiously. The resulting mixture was allowed to warm to about 20-35 C. and was stirred for approximately 15 min. The solution was cooled again to 0 C. with an ice bath. 1,3-Diiodopropane (17.7 mL, 153.8 mmol) was added slowly and drop-wise, and the resulting solution was allowed to stir at 0 C. for about 30 min. The solution was warmed to about 20-35 C. and stirred at about 20-35 C. for about 1 h. The solution was cooled to 0 C. with an ice bath and quenched with H2O, maintaining 0 C. throughout the quenching process. The reaction mixture was extracted 3 times with dichloromethane. The combined organic layers were washed with water and brine; dried over sodium sulfate; filtered; and then concentrated under vacuum to give product. The material was purified by column chromatography (SiO2, 80:20 hexane: EtOAc) and gave the title compound as a yellow solid material (7.5 g, 41% yield).1H NMR (300 MHz, CDCl3, TMS) delta 1.87-2.19 (m, 2H), 2.48-2.58 (m, 2H), 2.86-2.95 (m, 2H), 3.67 (s, 3H), 7.43 to 7.48 (m, 2H), 8.17-8.21 (m, 2H).LC-MSD (ES+): (m/z) 236 [(M+H)+, 100].

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; Dr. Reddy’s Laboratories Ltd.; US2010/144722; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 5100-98-1, name is 3-Chloro-2-iodotoluene, 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 5100-98-1, Quality Control of 3-Chloro-2-iodotoluene

General procedure: A mixture of 17 (200 mg, 0.369 mmol), 2-bromo-1-methoxy-3-methylbenzene(148 mg, 0.737 mmol), Pd(OAc)2 (8.3 mg, 0.037 mmol), 2-dicyclohexylphosphino-2?,6?-di-isopropoxy-1,1?-biphenyl (34.4 mg,0.074 mmol), and Cs2CO3 (360 mg, 1.11 mmol) in toluene (7.5 ml) and water (1.5 ml) was stirred at 80 ¡ãC for 25 h. Then, water was added tothe reaction mixture, and the product was extracted with AcOEt. Theorganic layer was successively washed with water and brine, dried overanhydrous Na2SO4 and concentrated in vacuo. The residue was purifiedby silica gel column chromatography (hexane/AcOEt=40/60 to 10/90) to give the title compound as a white solid (43 mg, 21percent).

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

Reference:
Article; Murafuji, Hidenobu; Sugawara, Hajime; Goto, Megumi; Oyama, Yoshiaki; Sakai, Hiroki; Imajo, Seiichi; Tomoo, Toshiyuki; Muto, Tsuyoshi; Bioorganic and Medicinal Chemistry; vol. 26; 12; (2018); p. 3639 – 3653;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 31599-61-8, name is 4-Iodo-1,2-dimethylbenzene, 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. COA of Formula: C8H9I

Charged 1-iodo-3,4-dimethylbenzene (10.0 grams, 43.09 mmol, MW: 232.06), di(ethylene glycol) monohexylether (16.39 grams, 86.18 mmol, MW: 190.28), cesium carbonate, (21.23 grams, 64.60 mmol, MW: 328.5), 1,10-phenathroline (1.55 grams, 4.58 mmol, MW: 180.21), copper (1) iodide (0.447 grams, 2.29 mmol, MW: 195.01) and 50 milliliters of dry xylene in 350 milliliter three necked round bottom flask. The reaction mixture was heated with stirring at 140 C. for 24 hours under nitrogen. The resulting suspension was cooled to room temperature and filtered through celite and alumina. The low boiling (xylene) component removed by rotary evaporator and high boiling component by air bath oven at 180 C. under high vacuum. The residue was purified by flask chromatography on silica gel with hexane. The final yellow product was yielded 7.6 grams (60%). The product 13C NMR analysis suggests the formation of aryl ether product. 13C NMR (CDCl3): 157.42, 137.68, 130.34, 128.57, 116.37, 111.50, 71.64, 70.87, 70.15, 69.88, 67.46, 31.75, 29.68, 25.84, 22.66, 20.06, 18.79, 14.08.

The synthetic route of 4-Iodo-1,2-dimethylbenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ExxonMobil Research and Engineering Company; Patil, Abhimanyu O.; Bodige, Satish; (23 pag.)US2017/137735; (2017); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 627-31-6, name is 1,3-Diiodopropane(stabilized with Copper chip), 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 627-31-6, Application In Synthesis of 1,3-Diiodopropane(stabilized with Copper chip)

A THF solution (12 mL) of the above-mentioned colorless oily matter (153 mg, 0.45 mmol) was cooled to -40 C., and LDA (0.7 mL, 1.4 mmol) was then added. This was stirred at -40 C. for 0.5 hour. Thereafter 1,3-diiodopropane (0.26 mL, 2.3 mmol) was added thereto, which was then stirred at -40 C. for three hours. After that, a saturated ammonium chloride aqueous solution was added. Subsequently, the organic layer was separated and an aqueous layer was extracted with ethyl acetate. The mixed organic layer was washed with saturated saline, dried with anhydrous sodium sulfate, and concentrated under reduced pressure. The crude extract thus obtained was purified using column chromatography (n-hexane:ethyl acetate=4:1). Thus MI-22 (22 mg, 21%) was obtained as a colorless oily matter. The respective data of the infrared (IR) absorption spectrum, the nuclear magnetic resonance (1H, 13C-NMR) spectrum, and the mass spectrometry (FAB) of the MI-22 are indicated below: IR (KBr) 3416, 2855, 1614 cm-1; 1H NMR (CDCl3, 300 MHz): delta 0.88 (6H, t, J=6.4 Hz), 1.09 (6H, t, J=7.2 Hz), 1.14 (6H, t, J=7.2 Hz), 1.20-1.38 (48H, m), 1.50-1.62 (2H, m), 1.98-2.03 (8H, m), 2.42-2.52 (2H, m), 3.31 (4H, q, J=7.2 Hz), 3.36 (4H, q, J=7.2 Hz), 5.32-5.35 (4H, m); 13C NMR (CDCl3, 300 MHz): delta 12.9, 13.9, 14.8, 22.5 (2C), 27.0 (2C), 27.4, 29.0 (3C), 29.3, 29.6 (2C), 31.7 (2C), 33.3, 33.5, 40.2, 41.0, 41.6, 129.5, 129.7, 175.1; and LRMS (FAB) m/z 716 (MH+). HRMS (FAB) calcd for C47H91N2O2, 715.7081; found, 715.7078.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,3-Diiodopropane(stabilized with Copper chip), and friends who are interested can also refer to it.

Reference:
Patent; Nojima, Hiroshi; Kita, Yasuyuki; US2008/89924; (2008); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 34683-73-3, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 34683-73-3, name is 1-Chloro-6-iodohexane belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a stirred solution of 2,2′-bithiophene (10.0 g, 60.24 mmol) in anhydrous THF (150 ml) was added n-butyllithium (2.5 M in hexanes, 20.0 ml, 50.0 mmol) dropwise at -78 C under nitrogen. After complete addition, the mixture was allowed to warm to room temperature, with stirring, over 2 h, followed by the addition of 1- chloro-6-iodohexane (14.55 g, 50.0 mmol). The resultant mixture was stirred overnight at room temperature. The reaction was quenched with sat. aq. NH4CI, and the reaction mixture was extracted with ethyl acetate (3 x 100 ml). The combined organic extracts were washed with water, brine, and dried over sodium sulphate. The solvent was removed under reduced pressure and the residue was purified by column chromatography on silica, eluting with petroleum ether, to give 5-(6-chlorohexyl)-2,2′-bithiophene as a white solid (7.73 g, 54 %). ?H NMR (300 MHz, CDC13): 8 (ppm) 7.14 (d, J = 5.3 Hz, 1.3 Hz, 1 H, Ar- H), 7.08 (dd, J = 3.5 Hz, 1.1 Hz, 1 H, Ar-H), 6.97 (m, 2H, Ar-H), 6.66 (d, J = 3.5 Hz, 1 H, Ar-H), 3.51 (d, J = 6.6 Hz, 2H, CICH2), 2.78 (t, J = 7.1 Hz 2H, ArCH2), 1.61-1.81 (m, 4H, CH2), 1.35-1.51 (m, 4H, CH2); MS (m/e): 282 (M+, 2 %), 166 (8), 123 (39), 110 (22), 97 (100)

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1-Chloro-6-iodohexane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK PATENT GMBH; WO2005/121150; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 608-28-6, name is 2-Iodo-1,3-dimethylbenzene, 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 608-28-6, Product Details of 608-28-6

To a test tube containing a magnetic bar was added aryl halide (1.0 mmol), CuCl2 (13.4 mg, 0.1 mmol), KOH (336 mg, 6.0 mmol), ethylene glycol(12 muL, 0.2 mmol), and DMSO/H2O (1.0 mL/0.5 mL). After flushing with argon, the mixture was stirred in a preheated oil bath at 120 C for 24 h. After cooled to ambient temperature, the reaction mixture was distributed in aqueous HCl (5 %) and ethyl acetate. The organic layer was washed with water and brine, dried over anhydrous MgSO4, and concentrated under vacuum. The crude product was further purified by column chromatography (EtOAc/n-Hexane) to provide the phenols.

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Reference:
Article; Kim, Jihye; Battsengel, Oyunsaikhan; Liu, Yajun; Chae, Junghyun; Bulletin of the Korean Chemical Society; vol. 36; 12; (2015); p. 2833 – 2840;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 35944-64-0, name is 3-Iodo-4-methylaniline, molecular formula is C7H8IN, 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. Product Details of 35944-64-0

3-Iodo-4-methylphenol (1-1), A mixture of 8 mL of concentrated H2SO4, 12 mL of water, 3-iodo-4-methylanine (5.00 g, 21.5 mmol) and 20 g of ice was stirred under ice-bath cooling until a paste resulted. To this paste was added slowly an ice-cold solution OfNaNO2 (1.55 g, 22.4 mmol) in 3.5 niL of water and the resulting mixture stirred for 20 minutes while maintaining the temperature at < 5 C. The resulting suspension was slowly added to a mixture of 26 mL of concentrated H2SO4 and 24 mL of water preheated to 80 C. This mixture was stirred at 80 C for 15 min, then chilled in an ice-bath and poured onto 200 g of ice. The resulting mixture was extracted with 100 mL of EtOAc, and the organic extract washed with water, brine, dried (MgSO4) and evaporated to give a residue. The residue was adsorbed onto 15 g of Sitheta2&om CH2Cl2, loaded into a precolumn and subjected to MPLC through a 120 g column Of SiO2 eluting with 5% EtOAc in hexanes (10 min) and then 10% EtOAc (20 min) to provide 3- iodo-4-methylphenol 1-1 as an oil 1H NMR (300 MHz, DMSO-d6): delta 2.25 (s, 3H), 6.71 (dd, IH5 J= 8, 2 Hz), 7.11 (d, IH, J- 8 Hz), 7.23 (d, IH, J= 2 Hz), 9.51 (s, IH); LC-MS: calculated for C7H7IO 234.0 observed m/e 234.6 (M + H)+. These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 35944-64-0, its application will become more common. Reference:
Patent; MERCK SHARP &amp; DOHME CORP.; METABASIS THERAPEUTICS, INC.; BOOKSER, Brett, C.; DANG, Qun; GIBSON, Tony, S.; JIANG, Hongjian; CHUNG, De Michael; BAO, Jianming; JIANG, Jinlong; KASSICK, Andy; KEKEC, Ahmet; LAN, Ping; LU, Huagang; MAKARA, Gergely, M.; ROMERO, F., Anthony; SEBHAT, Iyassu; WILSON, David; WODKA, Dariusz; WO2010/47982; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 5876-51-7, 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. 5876-51-7 name is 5-Iodobenzo[d][1,3]dioxole, 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.

General procedure: All reactions were carried out in an 80 mL Teflon-lined stainless steel reactor equipped with a magnetic stirring bar. Typically, in a glovebox, the aryl iodides (1.0 mmol), RhI3(0.025 mmol), PPh3 (0.1 mmol), Et3N (1.2 mmol), and DMA (2 mL) were loaded into the reactor. Then, the autoclave was screwed up, charged with CO and H2 to a total pressure of 10 bar (1:1) and transferred to an oil bath preheated at 90 C, which was controlled by a Haake-D3 temperature controller. After completion of the reaction, the reactor was cooled in iced water and the gas carefully vented. The conversion and yield of the aryl iodides and arylaldehydes were determined by GC analysis using dodecane as an internal standard. For yield determination of the other products, the reaction mixture was first analyzed by GC-MS to determine the structures of the aromatic aldehyde products. Then, CH2Cl2 (5 mL) was added to the reaction mixture, after which deionized water (10 mL) was added to extract the solvent DMA for 5 times. The organic layer was dried over anhydrous Na2SO4, concentrated by rotary evaporation and finally purified by column chromatography on silica gel using n-hexane/ethyl acetate as eluent to obtain the pure products and isolated yields.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Iodobenzo[d][1,3]dioxole, and friends who are interested can also refer to it.

Reference:
Article; Chen, Suqing; Liu, Zhenghui; Mu, Tiancheng; Wang, Peng; Yan, Zhenzhong; Yu, Dongkun; Zhao, Xinhui; Beilstein Journal of Organic Chemistry; vol. 16; (2020); p. 645 – 656;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com