Tag: M.W=200-300

Electric Literature of 160938-18-1, 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. 160938-18-1 name is 4-Chloro-2-iodo-1-nitrobenzene, 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, to a 500 ml, three neck flask, 20.00 g (170.7 mmol) of indole, 7.67 g (0.1 equiv, 34.1 mmol) of Pd(OAc)2, 94.38 g (2 equiv, 682.9 mmol) of K2CO3, 58.07 g (1.2 equiv, 204.9 mmol) of 4-chloro-2-iodo-1-nitrobenzene and 341 ml of 1,4-dioxane were added in that order, followed by heating, stirring and refluxing for about 24 hours. After cooling to room temperature, the reaction product was filtered with celite to separate insoluble residue, water was added to the remaining reaction product, and an organic layer was separately taken. To an aqueous layer, toluene was added, and an organic layer was extracted once more. The organic layer thus collected was washed with a saline solution and dried with MgSO4. MgSO4 was separated, and the organic layer was concentrated, and then, the crude product thus obtained was separated by silica gel column chromatography (using a mixture solvent of hexane and toluene as a developer) to obtain Intermediate IM-9 (20.95 g, yield 45%) as a white solid compound. A molecular ion peak of m/z=272 was observed by measuring FAB-MS, and from the result, the product was identified as Intermediate IM-9.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Chloro-2-iodo-1-nitrobenzene, and friends who are interested can also refer to it.

Reference:
Patent; Samsung Display Co., Ltd.; UNO, Takuya; (126 pag.)US2019/372019; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 20555-91-3, name is 1,2-Dichloro-4-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 20555-91-3, HPLC of Formula: C6H3Cl2I

Step 3: l-(3, 4-Dichlorophenyl)-4-phenyl-4-[(2-propenyloxy)methyl]imidazolidine-2, 5-dione; [00327] 0.7 g of 4-phenyl-2-(propenyloxy)imidazolidine-2,5-dioneare dissolved in 2 mL DMAC and780 mg of l,2-dichloro-4-iodo-benzene are added, followed by 234mg of copper (I) oxide. The mixture is warmed at 1600C for 3 hours. At rt the mixture is diluted with a 20% aqueous solution of ammonia and extracted with ethyl acetate. The organic layer is dried over sodium sulfate, filtered and evaporated. The crude product is purified by chromatography over silica gel while eluting with the 2/1 heptane/ethyl acetate mixture. delta 1H NMR (DMSO): 3.70 (d, IH); 4.08 (m, 2H); 4.15 (d, IH); 5.17 (d, IH); 5.25 (d, IH); 5.88 (ddt, IH); 7.38-7.50 (m, 4H); 7.62 (d, 2H); 7.67 (m, IH); 7.78 (d, IH), 9.40(s, IH).LCMS: (Rt = 3.44 min): no ionization

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; GALAPAGOS NV; NIQUE, Francois; JAGERSCHMIDT, Catherine; BLANQUE, Roland; LEFRANCOIS, Jean-Michel; PEIXOTO, Christophe; DEPREZ, Pierre; TRIBALLEAU, Nicolas; WIGERINCK, Piet, Tom, Bert, Paul; NAMOUR, Florence, Sylvie; WO2010/29119; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 77317-55-6 as follows. Formula: C8H8INO2

To a round bottom flask was added methyl 2-amino-5-iodobenzoate (5.00 g, 18.1 mmol) and di-tert-butyl dicarbonate (3.94 g, 18.1 mmol). The flask was sealed and evacuated/backfilled with nitrogen (3x) . Tetrahydrofuran (90 ml_) was added, and the reaction mixture was heated to 60 C overnight. 4-Dimethylaminopyridine (1.10 g, 9.02 mmol) was added, and the reaction mixture was heated for 1.5 hours. The reaction mixture was cooled to room temperature. Ethyl acetate and water were added, and the layers were separated . The organic layers were combined, dried over anhydrous sodium sulfate, filtered, and concentrated. Purification by flash column chromatography using ethyl acetate/hexanes as eluent provided the title compound as a pale yellow solid ( 1.70 g, 20%) : *H NMR (400 MHz, CDCI3) delta 8.32 (d, J = 2.1 Hz, 1H), 7.84 (dd, J = 8.3, 2.2 Hz, 1H), 6.93 (d, J = 8.3 Hz, 1H), 3.87 (s, 3H), 1.38 (s, 18H) ; EIMS m/z 478 ([M + H]+) .

According to the analysis of related databases, 77317-55-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; DOW AGROSCIENCES LLC; GIAMPIETRO, Natalie C.; CROUSE, Gary D.; SPARKS, Thomas C.; DEMETER, David A.; (242 pag.)WO2017/40742; (2017); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 33348-34-4,Some common heterocyclic compound, 33348-34-4, name is 4-Amino-3-iodobenzonitrile, molecular formula is C7H5IN2, 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: A 25 mL Wattecs reaction tube was charged with 2-haloaniline 1 (0.6 mmol), potassium O-ethyl dithiocarbonate 2 (1.8 mmol),CuCl (0.06 mmol), and DMF (2 mL). The reaction vessel was flushed with argon three times and sealed. Then the mixture was stirred electromagnetically in an oil bath at 110C for 6 h.The reaction process was monitored by TLC on silica gel. After the reaction was completed, the reaction mixture was cooled to room temperature, and then HCl (3 mL, 3 mol/L) was added and stirred for another 30 min. The reaction mixture solution was extracted by ethyl acetate (3 ¡Á 20 mL). Subsequently, the combined organic solutions were dried by anhydrous sodium sulfate and the target product was purified by chromatography on a silica gel column (eluent: petroleum ether/ethyl acetate) togive the corresponding pure product 3. Complete characterization characterizationof the products (all known) is found in the Supplemental Materials (Figures S1-S13).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Amino-3-iodobenzonitrile, its application will become more common.

Reference:
Article; Liu, Lei; Zhu, Ning; Gao, Min; Zhao, Xiaole; Han, Limin; Hong, Hailong; Phosphorus, Sulfur and Silicon and the Related Elements; vol. 191; 5; (2016); p. 699 – 701;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 14452-30-3 as follows. Recommanded Product: 14452-30-3

General procedure: A mixture of NH4Cl (0.14 g, 2.5 mmol), 1-(pyridin-2-yl)ethan-1-one (0.6 g, 5.0 mmol), and 20.0 mL of acetonitrile wasstirred for 5 minutes, then DCDMH (1.95 g, 10 mmol) was added, the mixture was stirred for 16 hours at 40 oC. Aftercompletion of the reaction, solvent was removed and ethyl acetate (20 mL) was added. Then the ethyl acetate was washedtwice with water (20 mL), the organic phase was dried over anhydrous sodium sulfate and subsequently the solvent wasevaporated under reduced pressure. The residues were purified by silica gel column chromatography to give 10 as yellowoil. Yield: 78.7 %.

According to the analysis of related databases, 14452-30-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Zhang, Shao-Lin; Yang, Zheng; Hu, Xiaohui; Tam, Kin Yip; Bioorganic and Medicinal Chemistry Letters; vol. 28; 21; (2018); p. 3441 – 3445;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 16932-44-8, These common heterocyclic compound, 16932-44-8, name is 2-Iodo-1,3-dimethoxybenzene, 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: An argon-filled flask wasadd the respective aryl halide (1.0 mmol), CuI (20 mg, 0.1 mmol, 10 mol%), L3(37 mg, 0.1 mmol, 10 mol%), KOH (168 mg, 3 mmol), thiol (1.5 mmol) and glycerol(10 mL). The contents were then stirred at 100 C for 24 h. After that, themixture was cool to room temperature, diluted with ethyl acetate (20 mL) and washedwith saturated NaCl solution (3 x 20 mL). The organic layer was separated,dried over MgSO4 and concentrated under vacuum. The crude productwas purified by flash chromatography on silica gel using hexane /ethyl acetateas eluent

The synthetic route of 16932-44-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Cargnelutti, Roberta; Lang, Ernesto S.; Schumacher, Ricardo F.; Tetrahedron Letters; vol. 56; 37; (2015); p. 5218 – 5222;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 351003-36-6, 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. 351003-36-6 name is 2-Fluoro-5-iodobenzonitrile, 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.

Step 2: 3-(3-Cvano-4-fluorophenyl)-N-(2,4-dimethoxybenzyl)prop-2-yti-l-aminium chloride (F2)To a solution of lambda/-(2,4-dimethoxybenzyl)prop-2-yn-l -amine (1 eq) in a mixture of DMF and Et3N (4:1) was added 2-fiuoro-5-iodobenzonitrile (1.5 eq), CuI (0.2 eq) and Pd(PPh3)4 (0.1 eq). The resulting mixture was stirred at RT overnight. The reaction mixture was diluted with EtOAc, washed with 0.1 N HCl (2x) and then with brine; dried (Na2SO4), filtered and concentrated under reduced pressure. Treatment with an excess of 2N HCl solution in Et2O provided the desired compound after concentration under reduced pressure.1H NMR (400 MHz, DMSOd6) delta: 9.55 (2H, br. S), 8.12 (IH, dd, J = 5.9, 1.6 Hz), 7.96-7.85 (IH, m), 7.62 (IH, t, J = 9.0 Hz), 7.39 (IH, d, J = 8.3 Hz), 6.63 (IH, d, J = 1.8 Hz), 6.58 (IH, dd, J = 8.3, 1.8 Hz), 4.17 (2H, s), 4.09 (2H, s), 3.82 (3H, s), 3.78 (3H, s).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Fluoro-5-iodobenzonitrile, and friends who are interested can also refer to it.

Reference:
Patent; ISTITUTO DI RICERCHE DI BIOLOGIA MOLECOLARE P. ANGELETTI SPA; WO2007/138355; (2007); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 2401-21-0, name is 1,2-Dichloro-3-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. category: iodides-buliding-blocks

EXAMPLE 12 2-Amino-5-chloro-N-cyclohexyl-N-methyl-3-trifluoromethylbenzylamine and its hydrochloride by method B A solution of 9.5 gm of 2-amino-N-cyclohexyl-N-methyl-3-trifluoromethyl-benzylamine and 3 ml of pyridine in 40 ml of tetrahydrofuran was cooled to -10¡ãC, and while stirring at this temperature it was admixed in the course of 20 minutes with a solution of 9.1 gm of iodobenzene dichloride in 80 ml of tetrahydrofuran. After stirring it for 4.5 hours at 0¡ã to -10¡ãC, the mixture was allowed to stand for 18 hours at 20¡ãC. Thereafter, the reaction mixture was diluted with water and extracted with chloroform. The organic phase was washed with aqueous potassium carbonate and water, and after drying it over magnesium sulfate, the solution was evaporated in vacuo, and the oily residue, the free base 2-amino-5-chloro-N-cyclohexyl-N-methyl-3-trifluoromethyl-benzylamine, was taken up in ethyl acetate. The hydrochloride of the base was precipitated from this solution with isopropanolic hydrochloric acid. After recrystallizing the salt three times from ethanol in the presence of charcoal, colorless crystals were obtained which had a melting point of 260¡ã-262¡ãC.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2401-21-0, its application will become more common.

Reference:
Patent; Boehringer Ingelheim GmbH; US3950393; (1976); A;,
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. 13329-40-3, name is 1-(4-Iodophenyl)ethanone, A new synthetic method of this compound is introduced below., Formula: C8H7IO

General procedure: To a freshly distilled CHCl3 solution (0.6 mL) in a screw-capped vial under N2 atmosphere, InBr3 (10.6 mg, 0.0300 mmol), aromatic ketone 4 (0.6 mmol) and Et3SiH (383 muL, 2.40 mmol) was successively added. The resulting mixture was stirred at 60 C (bath temperature) or room temperature, and monitored by TLC or GC analysis until consumption of the starting ketone. The reaction was quenched with H2O. The aqueous layer was extracted with CH2Cl2 (5 mL ¡Á 3), the organic phases were dried over anhydrous Na2SO4, filtered, and evaporated under reduced pressure. The crude product was purified by a silica gel column chromatography (hexane/AcOEt = 19/1) to give the corresponding alkylbenzene 5. 1-Cyano-4-[1-(triethylsiloxy)ethyl]benzene (5k): 85% yield; colorless oil; 1H NMR (500 MHz, CDCl3) delta 0.54-0.62 (m, 6H), 0.90-0.93 (m, 9H), 1.41 (d, 3H, J = 6 Hz), 4.90 (q, 1H, J = 6 Hz), 7.45 (d, 2H, J = 8 Hz), 7.61 (d, 2H, J = 8 Hz); 13C NMR (125 MHz, CDCl3) delta 4.7, 6.7, 27.0, 69.9, 110.5, 119.0, 125.8, 132.0, 152.3; MS (ESI): m/z 284 (M++Na); HRMS (ESI): Calcd for C15H23NNaOSi: 284.1447, Found: 284.1407.

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; Sakai, Norio; Nagasawa, Ken; Ikeda, Reiko; Nakaike, Yumi; Konakahara, Takeo; Tetrahedron Letters; vol. 52; 24; (2011); p. 3133 – 3136;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 444-29-1, name is 1-Iodo-2-(trifluoromethyl)benzene, 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 444-29-1, Quality Control of 1-Iodo-2-(trifluoromethyl)benzene

To a solution of (4S,2R,3R,5R)-2-[6-(cyclopentylamino)purin-9-yl]-5-ethynyloxolane-3,4-diol (40 mg, 0.12 mmol) in tetrahydrofuran (4 mL) under nitrogen was added catalytic amounts (3 mg) of (4S,2R,3R,5R)-2-[6-(cyclopentylamino)purin-9-yl]-5-ethynyloxolane-3,4-diol (II) and copper (I) iodide, followed by 1-iodo-2-trifluoromethylbenzene (0.042 mL). Triethylamine (0.4 mL) was then added, and the mixture was stirred for 15 minutes at room temperature. The solvent was removed under reduced pressure, and the residue was purified by preparative TLC, eluting with methanol:methylene chloride (6.5:1), to yield (4S,2R,3R,5R)-2-[6-(cyclopentylamino)purin-9-yl]-5-{2-[2-(trifluoromethyl)phenyl]ethynyl}-oxolane-3,4-diol, a compound of Formula I.

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; Zablocki, Jeff; Palle, Venkata; Elzein, Elfatih; Li, Xiaofen; US2004/43960; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com