Month: September 2021

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. 69113-59-3, name is 3-Iodobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 3-Iodobenzonitrile

3-Iodobenzonitrile (7.00 g, 30.6 mmol) was dissolved in ethanol (153 mL), and the mixture was stirred at 90C for 2 hours after adding hydroxylamine hydrochloride (4.30 g, 61.2 mmol) and N,N-diisopropyle-thylamine (10.5 mL, 61.2 mmol). After adding an aqueous ammonium chloride solution, insoluble were separated by filtration through sellite. The organic layer of the filtrate was separated, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was then purified by silica gel column chromatography to give N’-hydroxy-3-iodobenzamidine (8.37 g, quantitative). ESI-MS: m/z 263 [M + H]+.

According to the analysis of related databases, 69113-59-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Kyowa Hakko Kirin Co., Ltd.; EP2163554; (2010); 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. 63262-06-6, name is 1,4-Dibromo-2,5-diiodobenzene, A new synthetic method of this compound is introduced below., Application In Synthesis of 1,4-Dibromo-2,5-diiodobenzene

Add to a 300mL Schlenk tube with argon replacement equipped with a stir bar1,4-dibromo-2,5-diiodobenzene (25.0g, 51mmol), phenylboronic acid (13.1g, 107mmol), tetrakis(triphenylphosphine) palladium (8.95g, 7.7mmol), toluene (200mL) ,Water (80mL) and potassium carbonate (35.7g, 258mmol), after sealing,Stir at 100C for 16 hours. Then, the reaction vessel was allowed to cool for 4 hours to near room temperature, and the precipitate was collected by filtration. Then, wash with water and methanol,Thus, the target compound (A1) is obtained(The yield is 15.6 g, the yield is 78.4%).

The synthetic route of 63262-06-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guandong Chemical Co., Ltd.; Xi Weitaiyi; Ji Guangdayou; Zuo Tenghuixing; Yan Jingxin; Xin Neicongchang; (45 pag.)CN111253264; (2020); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 7681-82-5, name is Sodium iodide, 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 7681-82-5, Formula: INa

To a dry round-bottom flask with a stir bar was added 5c (245 mg, 0.983 mmol) and NaI (460 mg, 3.06 mmol). Chlorotrimethylsilane (375 muL, 2.95 mmol) was added dropwise over 5 min at 0C, allowed to stir at 0C for 5 more min, and warmed to rt for 3 hr. The mixture was concentrated, dissolved in ether (25 mL) and 1M HCl (~10 mL), and transferred to a separatory funnel. The aqueous layer was extracted once more with ether (25 mL) and combined organics were washed once with with sat?d NaHSO3 and once with sat?d brine. The organic layer was dried over Na2SO4, filtered, concentrated, and dried in vacuo to afford a dry, white solid 7 (181 mg, 72%) which did not require further purification .1H NMR (CDCl3, 400 MHz) delta 4.52 (s, 2H), 5.06 (s, 2H), 7.29 (d, 1H, J=7.9), 7.51 (d, 1H, J=7.8), 7.75 (s, 1H).13C NMR (CDCl3, 100 MHz) delta 5.47, 71.21, 121.66, 130.50, 131.77, 138.51, 153.53. 11B NMR (CDCl3, 128 MHz) delta 32.24. HRMS (MAII) calc. for C8H8BO2 [M-I]+ 147.0612, found 147.0623.

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, Sodium iodide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; UNIVERSITY OF THE SCIENCES; TOMSHO, John, W.; GAMRAT, James, M.; (0 pag.)WO2019/173814; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 791642-68-7,Some common heterocyclic compound, 791642-68-7, name is 4-Bromo-1-iodo-2-methoxybenzene, molecular formula is C7H6BrIO, 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.

(Reference Example 4) 1-(4′-bromo-2′-methoxy-[1,1′-biphenyl]-4-yl)cyclopropanecarboxylic acid ethyl ester A 1,4-dioxane (15 ml)-water (10 ml) solution of 1.2 g (3.8 mmol) of 4-bromo-1-iodo-2-methoxybenzene synthesized in analogy to Reference Example 3, 1.1 g (3.5 mmol) of 1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]cyclopropanecarboxylic acid ethyl ester (synthesized in accordance with the process described in ) and 1.1 g (10 mmol) of sodium carbonate was degassed and was purged with nitrogen. Next, 0.10 g (0.12 mmol) of [1,1′-bis(diphenylphosphino)ferrocene]palladium (II) dichloride methylene chloride adduct was added. The mixture was stirred in a nitrogen atmosphere for 1.5 hours while performing heating at 80C. After the completion of the reaction, water was added to the reaction mixture liquid, and the mixture was extracted with ethyl acetate. The organic phase was washed with saturated brine, dried with anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography (eluting solvent: hexane:ethyl acetate = 94:6 to 75:25 (V/V)), and the fraction containing the target compound was concentrated under reduced pressure and was dried by vacuum heating to give the title compound weighing 0.72 g (1.9 mmol, yield 55%) as a white solid. Mass spectrum (EI, m/z): 374 [M]+. 1H-NMR spectrum (400MHz, CDCl3) delta: 7.45-7.41 (2H, m), 7.39-7.35 (2H, m), 7.19 (1H, d, J = 8.0 Hz), 7.15 (1H, dd, J = 8.0, 1.8 Hz), 7.10 (1H, d, J = 1.8 Hz), 4.12 (2H, q, J = 7.1 Hz), 3.81 (3H, s), 1.61 (2H, dd, J = 7.0, 4.0 Hz), 1.22 (2H, dd, J = 7.0, 4.0 Hz), 1.19 (3H, t, J = 7.1 Hz).

The synthetic route of 791642-68-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UBE Industries, Ltd.; IWASE, Noriaki; NISHIDA, Hiroshi; OKUDO, Makoto; ITO, Masaaki; KONO, Shigeyuki; MATOYAMA, Masaaki; USHIYAMA, Shigeru; OKANARI, Eiji; MATSUNAGA, Hirofumi; NISHIKAWA, Kenji; KIMURA, Tomio; (54 pag.)EP3162801; (2017); 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. 626-62-0, name is Iodocyclohexane, A new synthetic method of this compound is introduced below., Computed Properties of C6H11I

A mixture of zinc dust (16.34 g, 250 mmol, Aldrich, -325 mesh) and dry tetrahydrofuran (6 mL) under argon was treated with 1,2-dibromoethane (0.94 g, 5 mmol). The zinc suspension was then heated with a heat gun to ebullition, allowed to cool, and heated again. This process was repeated three times to make sure the zinc dust was activated. The activated zinc dust suspension was then treated with trimethylsilyl chloride (0.54 g, 5 mmol), and the suspension was stirred for 15 min at 25 C. The reaction mixture was then treated dropwise with a solution of cyclohexyl iodide (21 g, 100 mmol) in dry tetrahydrofuran (30 mL) over 15 min. During the addition, the temperature rose to 60 C. The reaction mixture was then stirred for 3 h at 40-45 C. The reaction mixture was then cooled to 25 C. and diluted with dry tetrahydrofuran (60 mL). The stirring was stopped to allow the excess zinc dust to settle down (3 h). In a separate reaction flask, a mixture of lithium chloride (8.48 g, 200 mmol, predried at 130 C. under high vacuum for 3 h) and copper cyanide (8.95 g, 100 mmol) in dry tetrahydrofuran (110 mL) was stirred for 10 min at 25 C. to obtain a clear solution. The reaction mixture was cooled to -70 C. and then slowly treated with the freshly prepared zinc solution using a syringe. After the addition, the reaction mixture was allowed to warm to 0 C. where it was stirred for 5 min. The reaction mixture was again cooled back to -70 C. and then slowly treated with methyl propiolate (7.56 g, 90 mmol). The resulting reaction mixture was stirred for 15 h at -70 C. to -50 C. and then slowly treated with a solution of iodine (34.26 g, 135 mmol) in dry tetrahydrofuran (30 mL), with the temperature kept at -70 C. to -60 C. After addition of the iodine solution, the cooling bath was removed, and the reaction mixture was allowed to warm to 25 C. where it was stirred for 2 h. The reaction mixture was then poured into a solution consisting of a saturated aqueous ammonium chloride solution (400 mL) and ammonium hydroxide (100 mL), and the organic compound was extracted into ethyl acetate (3250 mL). The combined organic extracts were successively washed with a saturated aqueous sodium thiosulfate solution (1500 mL) and a saturated aqueous sodium chloride solution (1500 mL), dried over anhydrous magnesium sulfate, filtered, and concentrated in vacuo. Flash chromatography (Merck Silica gel 60, 230-400 mesh, 9/1 hexanes/diethyl ether) afforded (E)-3-cyclohexyl-2-iodo-acrylic acid methyl ester (26.3 g, 99%) as a light pink oil: EI-IIRMS m/e calcd for C10H15IO2 (M+) 294.0117, found 294.0114.

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; Hoffmann-La Roche Inc.; US6353111; (2002); B1;,
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 624-75-9 as follows. Recommanded Product: 624-75-9

General procedure: A 1.5 mL (1.5 mmol) ofPhBCl2 (1.0 mol/L in CH2Cl2) was added to CH2Cl2 solution(4 mL) of the nitrile (5a) (173 mg, 1.2 mmol) at room temperatureunder argon. The mixture was stirred for 15 min. Theindole (1a) (131 mg, 1.0 mmol) was added dropwise to this solutionat room temperature. The resulting solution was stirredfor 3 h, and then 0.5 mol/L Na2CO3 was added to quench thereaction. The resulting mixture was extracted with CH2Cl2.The organic layer was washed with saturated brine, dried(MgSO4), and evaporated. The crude product was purifiedusing silica gel chromatography to provide 3aa (226 mg, 82%yield).

According to the analysis of related databases, 624-75-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Mizoi, Kenta; Mashima, Yu; Kawashima, Yuya; Takahashi, Masato; Mimori, Seisuke; Hosokawa, Masakiyo; Murakami, Yasuoki; Hamana, Hiroshi; Chemical and Pharmaceutical Bulletin; vol. 63; 7; (2015); p. 538 – 545;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference 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.

To toluene 3.0mL solution of tert-butyl 2-amino-4-phenethylbenzoate 0.10g were added 1,3-dichloro-2-iodobenzene 0.23g, cesium carbonate 0.22g, tris(dibenzylideneacetone)dipalladium(0) 3.0mg and 2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl 8.0mg at room temperature, and it was stirred at 110C for 24 hours. After the reaction mixture was cooled to room temperature, palladium acetate 1.5mg, tris(dibenzylideneacetone)dipalladium(0) 3.0mg and 2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl 8.0mg were added, and it was stirred at 110C for 20 hours. After the reaction mixture was cooled to room temperature, insoluble matter was filtrated, ethyl acetate and 10% citric acid aqueous solution were added to it. The organic layer was separated and collected, dried over anhydrous magnesium sulfate after washing with saturated sodium chloride aqueous solution, and the solvent was removed under reduced pressure. The obtained residue was refined by silica gel column chromatography [Trikonex company, Flash Tube 2008, eluent; hexane:ethyl acetate=4:1] to give tert-butyl 2-(2,6-dichloroanilino)-4-phenethylbenzoate. Trifluoroacetic acid 10mL was added to the obtained tert-butyl 2-(2,6-dichloroanilino)-4-phenethylbenzoate, and it was stirred at room temperature for 2 hours. The solvent was removed under reduced pressure, and the obtained residue was refined by reversed-phase silica gel column chromatography [eluent; 75-100% acetonitrile/0.1% trifluoroacetic acid aqueous solution] to give 2-(2,6-dichloroanilino)-4-phenethylbenzoic acid 9.4mg of white solid. 1H-NMR(DMSO-d6) delta value: 2.76(4H,m),6.04(1H,d,J=1.2Hz),6.66(1H,dd,J=8.1,1.2Hz),7 .08-7.24(5H,m),7.36(1H,t,J=8.2Hz),7.61(2H,d,J=8.3Hz),7.80(1 H,d,J=8.0Hz),9.52(1H,s),13.00(1H,s).

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

Reference:
Patent; TOYAMA CHEMICAL CO., LTD.; EP1860098; (2007); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 626-01-7, name is 3-Iodoaniline, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 626-01-7

General procedure: The aromatic azides are prepared (Scheme 2) by addition of 6 NHCl solution to stirring dichloromethane solution of the appropriate amine at 0 C followed by drop wise saturated aqueous solution of NaNO2 and the contents stirred for 30 min. To the reaction mixture, added NaN3 stirred the contents for further 30 min.The contents were allowed to attain room temperature, the two phases were separated, and the aqueous phase extracted with DCM. The combined organic layers were washed with aqueous solution of NaHCO3, followed by then brine solution, dried over sodium sulfate, filtered and concentrated under reduced pressure to give the aryl azides which were used in the next step without further purification.

According to the analysis of related databases, 626-01-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Majeed, Rabiya; Sangwan, Payare L.; Chinthakindi, Praveen K.; Khan, Imran; Dangroo, Nisar A.; Thota, Niranjan; Hamid, Abid; Sharma, Parduman R.; Saxena, Ajit K.; Koul, Surrinder; European Journal of Medicinal Chemistry; vol. 63; (2013); p. 782 – 792;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 51839-15-7, 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. 51839-15-7 name is Dimethyl 5-iodoisophthalate, 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: A 15 mL heavy walled pressure tube sealable with a gasketed Teflon screwcap was charged with a diaryl iodonium triflate (0.2 mmol, 1 equiv), an aryl iodide (1.0 mmol, 5 equiv.), and 1,2-dicholoroethane (2 mL, 0.1 M iodonium triflate concentration). The tube was sealed (Teflon screw cap) and immersed in an oil bath maintained at 80 C. After the indicated time, the tube was retrieved and cooled to rt and the contents were concentrated under reduced pressure. The crude material was purified by silica gel flash chromatography (gradient 10 ? 50% acetone/CH2Cl2).

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

Reference:
Article; Racicot, Leanne; Ciufolini, Marco A.; Tetrahedron; vol. 73; 50; (2017); p. 7067 – 7072;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 18698-96-9, 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. 18698-96-9, name is 2-(2-Iodophenyl)acetic acid, This compound has unique chemical properties. The synthetic route is as follows.

500mg of 2-iodophenylacetic acid (1.9 mmol), 261 mg of p-thiocresol (2.10 mmol, 1.1 eq),18 mg of copper powder (0.29 mmol, 0.15 eq) and 535 mg of potassium hydroxide (9.54mmol, 5 eq) were mixed in 12 ml of water and heated in a microwave oven at 170C for20 mn. The reaction mixture was acidified to pH = 2 with concentrated HCI and extractedthree times with 20 ml of dichloromethane. The organic phases were separated with anhydrophobic membrane, further washed with lOmI of iN HCI and concentrated todryness, yielding 473 mg of clear oil solidifying on standing and used as a crude in the next step.LCMS: mlz = 276 [M+NH4+], 534 [2M+NH4+]

The chemical industry reduces the impact on the environment during synthesis 2-(2-Iodophenyl)acetic acid. I believe this compound will play a more active role in future production and life.

Reference:
Patent; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE; UNIVERSITE DE NICE SOPHIA ANTIPOLIS; GENOCHEM; MUS-VETEAU, Isabelle; POINSARD, Cedric; PIGEON, Pierre; (101 pag.)WO2019/92044; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com