Month: March 2021

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

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

Synthetic Route of 112671-42-8, 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 112671-42-8 as follows.

Intermediate M3-a (3.7 g, 18.6 mmol) and 2-iodo-5-bromonitrobenzene (15.3 g, 46.7 mmol), sodium tert-butoxide(7.1 g, 74.4 mmol), 100 mL of toluene, nitrogen protection, Pd2 (dba) 3 (0.3 g),Tri-tert-butylphosphine (20ml, 10% in toluene), stirring, heating to 100 C reflux, reaction 12h, the reaction liquid was washed, the organic phase was concentrated, passed the silica gel column,The eluent is petroleum ether: ethyl acetate = 50:1, concentrated eluent,Intermediate M3-b (9.2 g, yield 82.7%) was obtained.

According to the analysis of related databases, 112671-42-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Beijing Dingcai Technology Co., Ltd.; Gu’an Dingcai Technology Co., Ltd.; Fan Hongtao; Zhang Yaguang; Zhang Xianghui; Ren Xueyan; (36 pag.)CN108440543; (2018); A;,
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

Adding a certain compound to certain chemical reactions, such as: 628-77-3, name is 1,5-Diiodopentane, 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 628-77-3, Product Details of 628-77-3

Diiodopentane (0.63 niL, 4.21 mmol, 5 eq) and potassium carbonate (116 mg, 0.84 mmol, 1 eq) were added to a solution of phenol 54 (400 mg, 0.84 mmol) in acetone (4 mL, dried over molecular sieves). The reaction mixture was then warmed to 60C and stirred for 6 hours. Acetone was removed by rotary evaporation under reduced pressure. The resulting residue was subjected to flash column chromatography (silica gel; 50/50, v/v, hexane/ethyl acetate,). Pure fractions were collected and combined and excess eluent was removed to provide 55 in 90% yield. LC/MS, 3.90 min (ES+) m/z (relative intensity) 670.91 ([M]+, 100). 1H NMR (400 MHz, CDC13) delta 7.23 (s, 1H), 6.69 (s, 1H), 6.60 (s, 1H), 5.87 (d, / = 8.8 Hz, 1H), 5.83 – 5.68 (m, J = 5.6 Hz, 1H), 5.15 – 5.01 (m, 2H), 4.67 – 4.58 (m, 1H), 4.45 – 4.35 (m, 1H), 4.04 – 3.93 (m, 2H), 3.91 (s, 3H), 3.73 (td, / = 10.0, 3.8 Hz, 1H), 3.25 – 3.14 (m, / = 8.5, 7.0 Hz, 2H), 2.92 (dd, J = 16.8, 10.3 Hz, 1H), 2.38 (d, / = 16.8 Hz, 1H), 1.95 – 1.81 (m, 4H), 1.77 (s, 3H), 1.64 – 1.49 (m, 2H), 0.88 (s, 9H), 0.25 (s, 3H), 0.23 (s, 3H).

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, 1,5-Diiodopentane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MEDIMMUNE LIMITED; LLOYD, Christopher O.; MARWOOD, Rose; HOWARD, Philip; HARPER, III, John W.; HOLLINGSWORTH, Robert; KAMAL, Adeela; DIMASI, Nazzareno; GAO, Changshou; TOADER, Dorin; WANG, Fengjiang; GINGIPALLI, Lakshmaiah; WO2015/155345; (2015); 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 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

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 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

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. 2043-57-4, name is 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-8-iodooctane belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C8H4F13I

Specifically, first, 20.00 g (42.19 mmol) of 2- (perfluorohexyl) ethyl iodide and 5.32 g (42.19 mmol) of 4-mercaptophenol were placed in a 250 mL round bottom flask,Was dissolved in 100 mL of acetone, and 5.83 g (42.19 mmol) of potassium carbonate was added thereto, and the mixture was refluxed at 70 C. for 24 hours. Disappearance of the raw material was confirmed by HPLC, and cyclopentyl methyl ether, water and 1 N hydrochloric acid were added thereto. The aqueous layer was removed and the remaining organic layer was washed with water and saturated brine. After washing, the organic layer was allowed to stand for 1 hour by using anhydrous magnesium sulfate and dried, then the magnesium sulfate was removed using a fold filtration, and the obtained solution was concentrated under reduced pressure. The residue obtained by concentration was purified by column chromatography (packing agent: silica gel, developing solvent: chloroform, the same shall apply hereinafter) to obtain 19.13 g (40.51 mmol) of compound (B) as a colorless solid. The melting point of the obtained compound (B) (measured by a trace amount melting point measuring apparatus “Yanaco Micro Melting Point Apparatus MP-J3”, the same applies hereinafter) was 68 to 70 C., and the yield was 96%. Further, an infrared spectrophotometer (trade name “IRPrestige-21” manufactured by Shimadzu Corporation)Similarly. “JEOL JMN-LA 500” manufactured by Nippon Denshi Co., Ltd. When the solvent is CDCl 3, the internal standard is tetramethylsilane, and when the solvent is DMSO-d 6, the internal standard is DMSO-H 2.49 ppm, the same shall apply hereinafter), the compound (B) was identified.

The synthetic route of 2043-57-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Yamaguchi University; Okamoto, Hiroaki; Morita, Yuki; (74 pag.)JP2016/175873; (2016); A;,
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