Category: iodides-buliding-blocks

Synthetic Route of 5100-98-1, 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. 5100-98-1, name is 3-Chloro-2-iodotoluene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

(a) 1-(bromomethyl)-3-chloro-2-iodobenzene. To a solution of 1-chloro-2-iodo-3-methylbenzene (4.0 g, 16 mmol) in CCl4 (12 mL), wereadded N-bromosuccinimide (5.6 g, 32 mmol) and 1,1′-azobis(cyclohexanecarbonitrile) (3.9 g, 16 mmol).The mixture was degassed with nitrogen and then heated at 90 °C for 1h. After cooling to roomtemperature, silica gel was added, and the solvent was removed in vacuo. Purification by flash columnchromatography (SiO2; 0 – 5percent EtOAc /hexanes) provided the title compound as an oil (3.7 g, 70percent yield).1H NMR (400 MHz, CDCl3): delta 7.37 (m, 2H), 7.29 ? 7.23 (m, 1H), 4.65 (s, 2H).

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, 3-Chloro-2-iodotoluene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Maher, Michael P.; Wu, Nyantsz; Ravula, Suchitra; Ameriks, Michael K.; Savall, Brad M.; Liu, Changlu; Lord, Brian; Wyatt, Ryan M.; Matta, Jose A.; Dugovic, Christine; Yun, Sujin; Ver Donck, Luc; Steckler, Thomas; Wickenden, Alan D.; Carruthers, Nicholas I.; Lovenberg, Timothy W.; Journal of Pharmacology and Experimental Therapeutics; vol. 357; 2; (2016); p. 394 – 414;,
Iodide – Wikipedia,
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Related Products of 3930-83-4,Some common heterocyclic compound, 3930-83-4, name is 2-Iodobenzamide, molecular formula is C7H6INO, 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: Substrate diversity:In the following reaction formulas, the substances shown in Table 6 were used as substrates (Substrates), and the yield of cyclic compounds was examined. The yields are also shown in Table 6. The amount of terephthalaldehyde used is 0.25 mmoL.

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

Reference:
Patent; Machine: Enui?kemukyatto Co ., Ltd .; Kadoguchi Tai; Hattori Rin Hiroshi; Ueda Shun; Sawa Kan Yoshinari; Saji Ki Hiroshi Nao; (23 pag.)JP2018/24631; (2018); A;,
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These common heterocyclic compound, 54413-93-3, name is 2-Iodo-5-methoxybenzoic acid, 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. category: iodides-buliding-blocks

Anhydrous dichloromethane (1.0 ml) and chloromethylenedimethyliminium chloride (76.8 mg, 0.600 mmol) were added to 2-iodo-5-methoxybenzoic acid (167 mg, 0.600 mmol) under ice cooling, and the resultant was agitated at room temperature for 30 minutes. A solution of 2-[(4-butylamino)benzo[d][1,3]dioxole]]-1,1,1,3,3,3-hexafluoropropan-2-ol (l) (72.0 mg, 0.200 mmol) dissolved in triethylamine (0.120 ml, 0.861 mmol) and dichloromethane (0.5 ml) was added to the reaction solution, and the mixture was agitated at room temperature for 20 hours. Water was added to the reaction solution, and an organic phase was extracted with ethyl acetate. The organic phase was washed with an aqueous solution of saturated sodium chloride, and the resultant was dried over sodium sulfate, followed by concentration under a reduced pressure. A crude product was purified via silica gel column chromatography using hexane:ethyl acetate (4:1) as an eluting solvent (yield: 123 mg, 99percent).

The synthetic route of 2-Iodo-5-methoxybenzoic acid has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Baba, Masanori; Hashimoto, Yuichi; Aoyama, Hiroshi; Sugita, Kazuyuki; Nakamura, Masahiko; Aoyama, Atsushi; Urata, Yasuo; US2012/316342; (2012); A1;,
Iodide – Wikipedia,
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These common heterocyclic compound, 3718-88-5, name is 3-Iodobenzylamine hydrochloride, 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. SDS of cas: 3718-88-5

Example 41 This example describes the synthesis of N6 -(3-iodobenzyl)-9-[beta-D-ribofuranosyl]-adenine. A mixture of 6-chloropurine riboside (Aldrich Chemical Co., 100 mg, 0.35 mmol), triethylamine (0.146 ml, 1.05 mmol), and 3-iodobenzylamine hydrochloride (103 mg, 0.38 mmol) in ethanol (2 ml) was heated for 18 h at 85 C. in a sealed bottle. After the reaction mixture was concentrated to dryness, the residue was purified on a silica gel column chromatography (CHCl3 –MeOH, 10:1) to yield N6 -(3-iodobenzyl)-9-[beta-D-ribofuranosyl]-adenine (148 mg, 88%) as a colorless solid: m.p. 172 C.; 1 H NMR (DMSO-d6) d 3.54 (m, 1H, H-5’a), 3.67 (m, 1H, H-5’b), 3.96 (d, J=3.3 Hz, 1H, H-4′), 4.14 (m, 1H, H-3′), 4.60 (m, 1H, H-2′), 4.66 (br s, 2H, CH2), 5.16 (d, J=4.4 Hz, 1H, exchangeable with D2 O, 3′-OH), 5.34 (br s, 1H, exchangeable with D2 O, 5′-OH), 5.43 (d, J=6.1 Hz, 1H, exchangeable with D2 O, 2′-OH), 5.89 (d, J=6.0 Hz, 1H, H-1′), 7.11 (pseudo t, J=8.0 and 7.8 Hz, 1H, H-5″), 7.36 (d, J=7.6 Hz, 1H, H-4″ or -6″), 7.58 (d, J=7.8 Hz, 1H, H-4″ or -6″), 7.72 (s, 1H, H-2″), 8.21 (s, 1H, H-2 or 8), 8.40 (s, 1H, H-2 or 8), 8.48 (br s, 1H, exchangeable with D2 O, N6 H,).

The synthetic route of 3-Iodobenzylamine hydrochloride has been constantly updated, and we look forward to future research findings.

Reference:
Patent; The United States of America as represented by the Department of Health and Human Services; US5773423; (1998); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 52570-33-9, These common heterocyclic compound, 52570-33-9, name is Methyl 3-iodo-2-methylbenzoate, 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: Under N2 atmosphere, to a solution of palladium acetate (120 mg, 0.53 mmol, 5 mol %) and XANTPHOS (309 mg, 0.53 mmol, 5 mol %) in anisole (30 mL) was added 3-bromo-5-methyl-pyridin-2-ylamine (5) (2.0 g, 10.7 mmol, 1.0 equiv), aryl iodides (6) (10.7 mmol) and cesium carbonate (4.9 g, 15.0 mmol, 1.4 equiv), and the mixture was stirred at 130 C for 1-13 h. After cooling to room temperature, water (40 mL) was added to the mixture. The mixture was concentrated in vacuo and ethyl acetate (100 mL) was added to the residue. The organic layer was washed with water (20 mL) and concentrated in vacuo to give the crude product, which was purified by flash chromatography to give 7.

The synthetic route of 52570-33-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Mineno, Masahiro; Sera, Misayo; Ueda, Tsuyoshi; Mizuno, Masahiro; Yamano, Mitsuhisa; Mizufune, Hideya; Zanka, Atsuhiko; Tetrahedron; vol. 70; 35; (2014); p. 5550 – 5557;,
Iodide – Wikipedia,
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883502-14-5, name is 1-Fluoro-2-iodo-3-methylbenzene, 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. Recommanded Product: 883502-14-5

Step A: 2-Fluoro-6-methylbenzonitrileA 5 L round bottom flask equipped with adapter, thermocouple and stir bar was charged with DMA (2.4 L) and degassed under vacuum and purged with N2 three times. Tetrakis was added to the mixture (35 g, 30.3 mmol) and the mixture was degassed under vacuum and purged with N2 three times. The reaction was heated to 80C for 30 min. 3-Fluoro-2-iodotoluene (230 g, 974 mmol) and zinc cyanide (68.7 g, 585 mmol) were added and the mixture was degassed under vacuum and purged with N2 three times. The mixture was heated to 80 C for 16 hrs and allowed to cool to RT. The solution was added to 2.0 L aqueous solution of IN NH4OH, which was then extracted three times with 1.5 L EtOAc, washed with 2 L brine, dried over Na2S04, filtered, concentrated and purified by silica chromatography (PE/EA = 10:1) to give thetitle compound.

The synthetic route of 883502-14-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; TANG, Haifeng; PIO, Barbara; TEUMELSAN, Nardos; PASTERNAK, Alexander; DEJESUS, Reynalda; WO2013/62892; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 2043-57-4,Some common heterocyclic compound, 2043-57-4, name is 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-8-iodooctane, molecular formula is C8H4F13I, 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.

(2) In another 20 liters of pressure-resistant reactor, 2000 g of perfluorohexylethyl iodide obtained in (1) was added, and the mixture was heated to 125 C with stirring. 6000 g of 4% aqueous dimethylformamide was added to the reactor at a rate of 80 g/min by a metering pump, and the temperature was controlled at 125 to 130 C, the pressure was not higher than 0.35 MPa, and the reaction was continued for 32 hours, and the heating was removed. Neutralize with 2222 g of 11.3% potassium hydroxide aqueous solution, separate the organic phase, and then wash once with 2222 g of deionized water, separate the organic phase, and remove the light component to obtain 1420 g of fluoroalcohol 88% and fluorinated olefin 5.5%. Intermediate product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-8-iodooctane, its application will become more common.

Reference:
Patent; Jinan Qifu New Materials Co., Ltd.; Shandong Chemical Institute; Li Haijing; Zhang Liting; (6 pag.)CN108911983; (2018); A;,
Iodide – Wikipedia,
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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. 58313-23-8, name is Ethyl-3-iodobenzoate, A new synthetic method of this compound is introduced below., Quality Control of Ethyl-3-iodobenzoate

A 1 L 3 -neck round bottom flask equipped with a 60 mL addition funnel was heated under vacuum with a heat gun. The vacuum line was replaced with a nitrogen line and a thermometer was added. Ethyl 3-iodobenzoate (18.29 ml, 109 mmol) was dissolved in tetrahydrofuran (THF) (362 ml). The mixture was cooled to -20 to -40 0C (dry ice/MeCN, monitored with internal thermometer) and isopropylmagnesium chloride in ether (59.8 ml, 120 mmol) was added dropwise using an addition funnel over 20 minutes. The reaction mixture was then stirred at -20 to -40 0C for 2.5 hours. 3-chlorobenzaldehyde (17.23 ml, 152 mmol) (dissolved in 40 mL of THF) was added over 20 minutes using a clean addition funnel. HPLC and TLC after one hour indicated that the iodide had been consumed. The mixture was warmed to 10 0C and 300 mL 1 N HCl was added carefully through an addition funnel followed by 200 mL of ethyl acetate. The layers were separated and the aqueous layer extracted with 50 mL EtOAc. The combined organic layers was dried over MgSO4, filtered, and concentrated in vacuo. The crude oil was loaded directly onto a column and purified using silica gel chromatography (ISCO: 0-20% ethyl acetate/hexanes (30 min.), 20% (30 min.), 330 g silica) to afford 24.72 g of ethyl 3-[(3- chlorophenyl)(hydroxy)methyl]benzoate (-95% pure, 74% yield). MS (m/z) 290.8 (M+H+).

The synthetic route of 58313-23-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VITAE PHARMACEUTICALS, INC.; WO2008/156817; (2008); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 755027-18-0, These common heterocyclic compound, 755027-18-0, name is 1-Bromo-4-iodo-2-methoxybenzene, 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.

A mixture of pyrazole-4-amine dihydrochloride (0.75 g, 4.79 mmol), salicylaldoxime (0.13115 g, 0.96 mmol), cesium carbonate (4.69 g, 14.38 mmol), cuprous oxide (0.06 g, 0.29 mmol), 1-bromo-4-iodo-2-methoxybenzene (1.5 g, 4.79 mmol) and N, N-dimethyl-formamide (5 ml) werecombined in a microwave vial fitted with an N2 inlet and magnetic stir bar. The reaction mixture wasstirred under a nitrogen atmosphere at 90 oc overnight. The solution obtained was allowed to coolto RT, then filtered through celite and the filtrate was concentrated in vacuo. The crude material20 was purified by silica gel chromatography (10% to 60% EtOAc in heptanes) to give 1-(4-bromo-3-methoxyphenyl)-1 H-pyrazol-4-amine (250 mg, MS: 270.2 [M+H+].)

Statistics shows that 1-Bromo-4-iodo-2-methoxybenzene is playing an increasingly important role. we look forward to future research findings about 755027-18-0.

Reference:
Patent; NOVARTIS AG; CHEUNG, Atwood; CHIN, Donovan Noel; DALES, Natalie; FAZAL, Aleem; HURLEY, Timothy Brian; KERRIGAN, John; O’BRIEN, Gary; SHU, Lei; SUN, Robert; SUNG, Moo; WO2014/28459; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 629-09-4, A common heterocyclic compound, 629-09-4, name is 1,6-Diiodohexane, molecular formula is C6H12I2, 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.

Example 42-Amino-4-(6-fluorohexyl)-pentane dioic acid a) (2S.4S)-2-tert-Butoxycarbonylamino-4-(6-iodohexyl)-pentane dioic acid dimethyl ester 5.51 g (20 mmol) of Boc-L-Glutamic acid dimethylester (Advanced Chemtech) were dissolved in 60 mL of tetrahydrofuran (THF) and cooled to -70 0C. 44 mL (44 mmol) of 1 M solution of lithium-bis(trimethylsilyl)amide in THF was added drop wise over a period of 1 hour at -70 0C and stirring was continued over 2 h at -70 0C. Then 20.28 g (60 mmol) of 1,6- diiodohexane were added drop wise and, after 2 h at -70 0C, the cooling bath was removed and 100 mL of 2 N hydrochloric acid and 300 mL of ethyl acetate were added. The organic phase was separated, washed neutral with water, dried over sodium sulphate, filtered and the filtrate was reduced in volume by evaporation. The resulting crude product was chromatographed with hexane / ethyl acetate on silica gel. The resulting fractions were combined and reduced in volume by evaporation. Yield: 0.2 g (2.1 %)MS (ESIpos): m/z = 486 [M+H]+1 H NMR (300 MHz, CHLOROFORM-c/) d ppm 1.20-1.70 (m, 29H) 1.75-2.10 (m, 5H) 2.40- 2.50 (m, 1 H) 3.14-3.20 (m, 2H), 3.50-3.75 (m, 3H), 4.15-4.25 (2H) 4.32-4.42 (m, 1H) 5.00- 5.10 (d, 1H)

The synthetic route of 629-09-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER SCHERING PHARMA AKTIENGESELLSCHAFT; WO2009/141090; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com