Month: June 2021

Adding a certain compound to certain chemical reactions, such as: 51628-12-7, name is 2-(4-Iodophenyl)acetonitrile, 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 51628-12-7, name: 2-(4-Iodophenyl)acetonitrile

Preparation 10 4-(4-Iodophenyl)-tetrahydropyrane-4-carbonitrile. To a solution of (4-iodophenyl)-acetonitrile (2.43 g, 10.0 mmol) in DMSO (50 ml) was added sodium hydride (60% in oil, 1.2 g, 30 mmol) at room temperature. After stirring for 30 min., bis-2-chloroethyl ether (1.57 g, 11 mmol) was added. After stirring for a further 1 hr. at room temperature, the solution was poured into brine/water (1:1) and extracted twice with diethyl ether. The combined organic phases were dried over magnesium sulphate and concentrated in vacuo. The residue was purified by chromatography (15% ethyl acetate in petroleum ether), giving the title compound as a solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-(4-Iodophenyl)acetonitrile, and friends who are interested can also refer to it.

Reference:
Patent; LEO PHARMA A/S; US2012/101039; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 501433-06-3,Some common heterocyclic compound, 501433-06-3, name is 2,3-Difluoro-1,4-diiodobenzene, molecular formula is C6H2F2I2, 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.

Under nitrogen atmosphere, 2,3-difluoro-1,4-diiodobenzene (7, 430 mg, 1.18 mmol), bis-(triphenylphospino)dichloropalladium(II) (85.1 mg, 121 mumol) and copper(I) iodide (23.2 mg,122 mumol) were dissolved in anhydrous THF (20 mL) and triethylamine (20 mL).Trimethylsilylacetylene (0.41 mL, 2.96 mmol) was added and the solution stirred at 70 C for16 h. Subsequently, the reaction mixture was filtered through a bed of Celite, the solvent wasevaporated in vacuo and the crude product purified by column chromatography using silicaand n-hexane as eluent (Rf = 0.44) to obtain a colourless solid (332 mg, 1.08 mmol, 92%).Melting point: 78 C;1H NMR (500MHz, CDCl3, 300 K): delta = 7.12-7.10 (m, 2H) ppm;13C NMR (125 MHz, CDCl3, 300 K): delta = 151.4 (dd, 1JC,F = 255.9 Hz, 2JC,F = 15.0 Hz, 2C), 127.9 (mc,2C), 114.2 (mc, 2C), 103.7 (mc, 2C), 96.4 (mc, 2C), 0.1 (6C) ppm.IR (ATR): = 2960 (w), 2900 (w), 2165 (m), 1549 (w), 1489 (m), 1466 (s), 1310 (w), 1249 (s),1228 (m), 1170 (w), 1044 (m), 963 (s), 838 (vs), 817 (vs), 758 (vs), 702 (s) cm-1;MS (EI, 70 eV): m/z (%) = 306 (45) [M]+, 293 (100) [M-Me]+, 112 (41) [M-2I]+;HR-MS (EI, 70 eV): m/z = calcd. for C16H20F2Si2 [M]+ 306.1072, found 306.1072.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,3-Difluoro-1,4-diiodobenzene, its application will become more common.

Reference:
Article; Hamer, Sebastian; Roehricht, Fynn; Jakoby, Marius; Howard, Ian A.; Zhang, Xianghui; Naether, Christian; Herges, Rainer; Beilstein Journal of Organic Chemistry; vol. 15; (2019); p. 1331 – 1338;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 263351-43-5, 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. 263351-43-5 name is tert-Butyl 3-iodobenzylcarbamate, 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.

Example 151: Synthesis of 4-Chloro-6-[3-(2-morpholin-4-yl-ethylamino)- benzylamino]-2H-phthalazin-l -one hydroformate; [3-(2-Morpholin-4-yl-ethylamino)-benzyl]-carbamic acid isopropyl ester; A mixture of (3-iodo-benzyl)-carbamic acid tert-butyl ester (272mg, 0.816mmol),4-(2-aminoethyl)morpholine (O.lbetamL, 1.225 mmol), K2CO3 (232mg, 1.679 mmol), CuI (19mg, 0.10 mmol), L-proline (19mg, 0.163mmol) and DMSO (5 mL) was heated at 85C for Ih. The reaction was cooled, poured onto water and the aqueous layer extracted with EtOAc (x3). The organic layers were combined and washed with water, brine and dried (Na2SO4). Chromatography (MeOH/EtOAc) afforded [3-(2-morpholin-4-yl- ethylamino)-benzyl]-carbamic acid isopropyl ester (200mg) as an orange viscous oil. m/z (M+l) 336.16.

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

Reference:
Patent; FOREST LABORATORIES HOLDINGS LIMITED; WO2008/61108; (2008); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 58755-70-7, 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 58755-70-7 as follows.

Intermediate 5: (“2£r)-3-(4-Methoxgamma-2-nitrophenyl’)acrylate A solution of 4-iodo-3-nitroanisole (10 g, 36 mmol), methylacrylate (3.87 mL, 43 mmol), tris(4-methylphenyl)phosphine (1.1 g, 3.6 mmol) and triethylamine (6.05 mL, 43 mmol) was degassed and flushed with nitrogen. Palladium(II) acetate (1.2 g, 1.8 mmol) was added and the mixture was heated at 7O0C overnight. It was filtered through a 0.45 mum membrane and the solvent was removed under reduced pressure. The residue was taken up in ethyl acetate (300 mL), it was washed with potassium phosphate buffer (IM, pH 7, 2x 300 mL) and dried over sodium sulfate. Chromatography on silica gel with dichloromethane, followed by precipitation from dichloromethane (50 mL) with hexanes (500 mL) gave 4.96 g (58% yield) of product as a yellow solid.MS (ES): 260.20 (MNa+) for CnHnNO51H-NMR (DMSO-cUi delta: 3.73 (s, 3H); 3.88 (s, 3H); 6.59 (d, IH); 7.33 (dd, IH); 7.57 (d, IH); 7.78 (d, IH); 7.94 (d, IH).

According to the analysis of related databases, 58755-70-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/134378; (2006); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

59528-27-7, name is (4-Iodophenyl)methanamine hydrochloride, 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 (4-Iodophenyl)methanamine hydrochloride

A mixture of (4-iodophenyl)methanamine hydrochloride (5.0 g, 18.55 mmol, 1.0 eq), (lS,2S)- Nl,N2- dimethylcyclohexane-l, 2-diamine (0.59 mL 3.71 mmol, 0.2 eq), Sodium ascorbate (368 mg, 1.86 mmol, 0.1 eq), Copper Iodide (530 mg, 2.78 mmol, 0.15 eq), Sodium azide (2.41 g, 37.1 mmol, 2.0 eq) , Et3N (3.11 mL, 22.26 mmol, 1.2 eq) and 2-(prop-2-yn-l-yloxy)tetrahydro- 2//-pyran (2.6 g, 18.55 mmol, 1.0 eq) in Methanol (50 mL) and water (12 mL) were purged with Nitrogen for 5 minutes and heated to 55 C for over night. The reaction mixture was cooled to room temperature and filtered through 413 filter paper. Celite was added and the solvent was removed under reduced pressure and the residue was purified over silica gel (120 g) using dichloromethane/(methanol containing 12 % (v/v) aqueous ammonium hydroxide) as mobile phase. The concentration of (methanol containing 12 % (v/v) aqueous ammonium hydroxide) was gradually increased from 0 % to 6.25 % to afford (4-(4-(((tctrahydro-2//-pyran-2- yl)oxy)mcthyl)- 1 H- 1 ,2,3-triazol- 1 -yl)phcnyl)mcthanaminc (15, 3.54 g, 66%) as a white solid. LCMS m/z: [M + H]+ Calcd for CI5H20N4O2 289.2; Found 289.2.

The synthetic route of 59528-27-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SIGILON THERAPEUTICS, INC.; MILLER, Robert, James; BARNEY, Lauren, Emily; JOHNSTON, Erika, Ellen; HEIDEBRECHT, Richard; BEAUREGARD, Michael; VEISEH, Omid; CARMONA, Guillaume; GONZALEZ, Francisco, Caballero; OBERLI, Matthias, Alexander; PERITT, David; SMITH, Devyn, Mckinley; WOTTON, Paul, Kevin; O’CONNOR, Owen; SEWELL, Jared, A.; (204 pag.)WO2019/195055; (2019); A1;,
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. 103962-05-6, name is 1-Iodo-4-(trifluoromethoxy)benzene, A new synthetic method of this compound is introduced below., Quality Control of 1-Iodo-4-(trifluoromethoxy)benzene

Example 15 Preparation of 3-(4-bromophenyl)-1-(4-(trifluoromethoxy)phenyl)-1H-1,2,4-triazole (C7) 3-(4-Bromophenyl)-1H-1,2,4-triazole (C6) (10.9 g, 48.5 mmol), copper(I) iodide (2.38 g, 12.5 mmol), and cesium carbonate (30.3 g, 93.0 mmol) in a round-bottomed flask was flushed with nitrogen. Dimethylsulfoxide (85 mL) was added, followed by 1-iodo-4-(trifluoromethoxy)benzene (13.2 g, 45.8 mmol). The reaction was degassed for 5 minutes, then heated at 100° C. for 3 days. The reaction was cooled to room temperature, diluted with ethyl acetate, and filtered through a plug of Celite® rinsing with ethyl acetate. To the filtrate was added saturated ammonium chloride and stirred for 1.5 hours. The layers were separated and the aqueous layer was extracted with ethyl acetate (3*). The combined organic layers were dried over magnesium sulfate, filtered, and concentrated onto Celite®. Purification by flash column chromatography using 0-40percent EtOAc/hexanes as eluent provided the title compound as an off-white solid (9.65 g, 52percent): mp 109-112° C.; 1H NMR (400 MHz, CDCl3) delta 8.56 (s, 1H), 8.10-8.03 (m, 2H), 7.83-7.75 (m, 2H), 7.64-7.57 (m, 2H), 7.42-7.35 (m, 2H); ESIMS m/z 386 ([M+2H]+).

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; DOW AGROSCIENCES LLC; Fischer, Lindsey G.; Crouse, Gary D.; Sparks, Thomas C.; Goldsmith, Miriam E.; (77 pag.)US2016/24026; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 672-57-1, 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. 672-57-1, name is 1-Chloro-2-iodo-4-(trifluoromethyl)benzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step 5:- Preparation of 7-(2-chloro-5-trifluoromethyl-phenylethynyl)-2-(2,6-dibromo- phenyl)-4,4-dimethyl-l,4-dihydro-chromeno[3,4-d]imidazole:-The mixture of 2-(2,6-dibromo-phenyl)-7-ethynyl-4,4-dimethyl-l,4-dihydro- chromeno[3,4-d]imidazole (0.500 g, 109 mol), dichloro bis (triphenyl phosphine)palladium (II) (0.022 g, 0.0327 mol), tetra butyl ammonium fluoride (0.855 g, 3.27 mol) and l-chloro-2-iodo-4-trifluoromethyl-benzene (0.501 g, 1.63 mol) was heated at 80-90C for 2-3 hours. The reaction mass was quenched in water and extracted with ethyl acetate. The organic layer was washed with water and dried over anhydrous sodium sulphate and concentrated under reduced pressure to afford desired product (0.230 g). ‘HNMR (DMSO- 6): delta 1.65 (s, 6H), 7.09-7.11 (m, 1H), 7.21-7.24 (m, 1H), 7.38-7.44 (m, 1H), 7.52 (m, 1H), 7.77-7.87 (m, 4H), 8.08 (s, 1H), 13.09 (s, 1H).

The synthetic route of 1-Chloro-2-iodo-4-(trifluoromethyl)benzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLENMARK PHARMACEUTICALS S.A.; GHARAT, Laxmikant Atmaram; GAJERA, Jitendra Maganbhai; NARAYANA, Lakshminarayana; KHAIRATKAR-JOSHI, Neelima; KATTIGE, Vidya Ganapati; WO2012/110860; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 31599-61-8, 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.

General procedure: To a stirred solution of Pd cNPs/C Fe3O4 (20 mg, 0.73 mol %) and DMF (3 mL) in a Schlenk tube with a teflon stopcock, iodobenzene (0.5 mmol), tri-n-butylphenylstanane (0.6 mmol) and K2CO3 (1.5 mmol) are added, sealed and heated at 100 oC for 10 h. After completion of the reaction, the catalyst is separated by an external magnet. After removal of catalyst, water was added to the solution and extracted with ethylacetate. The organic phase is dried over anhydrous Na2SO4. After evaporation of the solvents, the residue is subjected to column chromatography over silica gel (60-120 mesh), eluting with pet ether to afford the desired product. The biphenyl products were confirmed by 1H and 13C-NMR. The spectral data and spectra are shown in supporting information (Figure S5-S18). This procedure was followed for all the reactions listed in Table 2.

The synthetic route of 31599-61-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kumar, Basuvaraj Suresh; Anbarasan, Rajagopal; Amali, Arlin Jose; Pitchumani, Kasi; Tetrahedron Letters; vol. 58; 33; (2017); p. 3276 – 3282;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 7681-82-5, These common heterocyclic compound, 7681-82-5, name is Sodium iodide, 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.

To a solution of 44.81 g of lithium chloride in acetone was added 151.19 g of sodium iodide(1.05: 1). After 1 hour reaction, the reaction was completed and the sodium chloride was filtered off. The filtrate was concentrated to dryness to obtain lithium iodide. After drying, 134.12 g (97.80%) of anhydrous lithium iodide Rate 98%. Steamed acetone recovery, in addition to water recycling. The conversion ratio of anhydrous lithium chloride and anhydrous sodium iodide was 1.05: 1, and the conversion rate of lithium iodide was higher than that of Example 1.

Statistics shows that Sodium iodide is playing an increasingly important role. we look forward to future research findings about 7681-82-5.

Reference:
Patent; Shandong Boyuan Pharmaceutical And Chemical Co., Ltd.; Li Chenglin; Wang Qingmin; Zhai Yongli; Chu Rongqiang; (8 pag.)CN106928268; (2017); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 31970-26-0, 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. 31970-26-0 name is 1-(4-Iodophenyl)propan-1-one, 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.

Titanium tetrachloride (0.99 mL, 9 mmol) was added drop wise to a stirred suspension of Zn powder (1.18 g, 18 mmol) in dry THF (15 mL) under an argon atmosphere at -10 C, and this mixture was heated at reflux for 1.5 h to produce the titanium reagent. A cooled suspension of this titanium reagent was added to a solution of 4-(2-chloroethoxy)benzophenone (5a, 0.78 g, 3.0 mmol) and p-iodopropiophenone (6a, 0.78 g, 3.0 mmol) in THF (20 mL) at 0 C, and the reaction was allowed to proceed at reflux for 2 h. After cooling to 25 C, the reaction mixture was poured into a 10% aqueous K2CO3 solution (45 mL), this mixture was stirred vigorously for 5 min, and the dispersed insoluble material was removed by vacuum filtration. The organic fraction was separated, the aqueous layer was extracted with EtOAc (3 x 25 mL), and the combined organic fractions were dried (Na2SO4). Removal of the solvent in vacuo afforded a residue which was purified by silica gel column chromatography using EtOAc-hexane (1:4, v/v) as eluent followed by recrystallization of the product from ethanol to give (Z)-7a as a white solid (0.5 g, 35%);

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-(4-Iodophenyl)propan-1-one, and friends who are interested can also refer to it.

Reference:
Article; Abdellatif, Khaled R.A.; Velazquez, Carlos A.; Huang, Zhangjian; Chowdhury, Morshed A.; Knaus, Edward E.; Bioorganic and Medicinal Chemistry Letters; vol. 21; 4; (2011); p. 1195 – 1198;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com