Month: May 2021

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. 14192-12-2, name is 2,5-Diiodobenzoic acid belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 2,5-Diiodobenzoic acid

EXAMPLE 1; 5-iodo-2-[[2-2[(dimethylamino)methyl]phenyl]thio]benzyl alcohol (IDAM) and (5-bromo-2-[[2-2[(dimethylamino)methyl]phenyl]thio]benzyl alcohol); The synthesis of 5-iodo-2-[[2-2[(dimethylamino)-methyl]phenyl]thio]benzyl alcohol (IDAM) and its bromo derivative (5-bromo-2-[[2-2[(dimethylamino)methyl]phenyl]thio]benzyl alcohol) was achieved by a reaction sequence outlined in Scheme 1 shown on page 37 of this application. The direct coupling of 2,5-dibromobenzoic acid (Frazer, A., J. Clin. Psychiatry. 6:9-25 (1997)) or 2,5-diiodobenzoic acid (Mathis, C. A. et al., J. Nucl. Med. 33:890(1992)) with 2-thio-N,N-dimethylbenzamide (Wong, D. T. et al. Adv. Exp. Med. & Biol., 363:77-95 (1995)) was carried out in N,N-dimethylacetamide (DMAC) with sodium methoxide to give the desired compounds in good yield (59 and 44% for 23 and 28, respectively). Only when 2-thio-N,N-dimethylbenzamide was freshly prepared, was a good coupling yield achieved. This may due to the fact that the free thiol of 22 was not stable upon prolonged standing at room temperature. The bromo compound was converted to the corresponding tri-n-butyltin derivative (Maryanoff. E. M. et al., J. Med. Chem. 33:2793-2797 (1990)) by a tetrakis(triphyenlphosphine)palladium(0)-catalyzed reaction with good yield (66%). The tin derivative was successfully converted to IDAM with excellent yield (97%), or alternatively, 2-((4-iodo-2-carboxyphenyl)thio)N,N-dimethylbenzamide (Mathis, C. A. et al., Eur. J. Pharmacol. 210:103-104 (1992)) was reduced to IDAM with 66% yield.

The synthetic route of 14192-12-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; The Trustees of the University of Pennsylvania; US6921840; (2005); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 1097871-23-2, 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. 1097871-23-2, name is 1-Chloro-2,5-difluoro-4-iodobenzene, This compound has unique chemical properties. The synthetic route is as follows.

Synthesis of (S)-N-((S)-(4-Chloro-2,5-difluorophenyl)(3-fluorooxetan-3-yl)methyl)-2-methylpropane-2-sulfinamide To an oven dried, 100 mL, round bottom flask, under a nitrogen atmosphere, was added 1-chloro-2,5-difluoro-4-iodobenzene (2.41 g, 8.77 mmol) in anhydrous THF (35 mL). The resulting solution was cooled to -100 C. with an ether/liquid nitrogen bath, and then n-butyllithium (1.6M in hexanes, 5.48 mL, 8.77 mmol) was added dropwise, keeping the internal temperature between -90 and -100 C. The resulting yellow mixture was stirred between -90 and -100 C. for 30 minutes, and then (S,E)-N-((3-fluorooxetan-3-yl)methylene)-2-methylpropane-2-sulfinamide (2.0 g, 9.65 mmol) in THF (5 mL) was added dropwise via syringe, keeping the internal temperature between -90 and -100 C. The resulting mixture was stirred between -90 and -100 C. for 30 minutes and then quenched at the same temperature by dropwise addition of saturated ammonium chloride (25 mL). The mixture was diluted with water (50 mL) and ethyl acetate (50 mL). The layers were shaken and separated and the organic phase was washed with saturated aqueous sodium chloride, dried over sodium sulfate and concentrated to a viscous nearly colorless oil which was purified with silica gel using a gradient to 50% ethyl acetate/hexanes providing (S)-N-((S)-(4-chloro-2,5-difluorophenyl)(3-fluorooxetan-3-yl)methyl)-2-methylpropane-2-sulfinamide (1.64 g, 4.6 mmol) the desired single diastereomer, as a white foam. 1H NMR (400 MHz, Methanol-d4) delta 7.58-7.37 (m, 2H), 5.28 (d, J=26.1 Hz, 1H), 4.99-4.89 (m, 1H), 4.85-4.76 (m, 1H), 4.69-4.50 (m, 2H), 1.21 (s, 9H). LCMS-ESI (POS.) m/z: 356.10 (M+H)+.

The chemical industry reduces the impact on the environment during synthesis 1-Chloro-2,5-difluoro-4-iodobenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; AMGEN INC.; CYTOKINETICS, INC.; Ashcraft, Luke; Boezio, Alessandro; Butler, John; Chandra, Aroop; Chuang, Chihyuan; Collibee, Scott E.; Debenedetto, Mikkel; DiMassa, Vincent; Graceffa, Russell; Malinowski, Justin; Moebius, David; Morgan, Bradley P.; Payette, Joshua; Romero, Antonio; St. Jean, JR., David; Vargas, Richard; Yeoman, John; Zhang, Hanmo; (146 pag.)US2019/77793; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 626-00-6, 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. 626-00-6, name is 1,3-Diiodobenzene, This compound has unique chemical properties. The synthetic route is as follows.

[00121] Charge copper (I) iodide (FW 190.45, 0.90 grams, 4.72 mmol), 1,10-phenanthroline (FW 180.21, 0.83 grams, 4.62 mmol), cesium carbonate (FW 325.82, 19.00 grams, 58.30 mmol), 1 ,3-diiodobenzene (FW 329.90, 7.50 grams, 22.70 mmol), di(ethylene glycol) ethyl ether (FW 134.71, 14.06 grams, 104.40 mmol) and 100 milliliters of dry xylene in a 350 milliliter three necked round bottom flask. The reaction mixture was heated with stirring at reflex temperature for 20 hours under nitrogen. The resulting suspension was cooled to room temperature by adding 50 milliliters of toluene. Then the reaction mixture was filtered through celite and alumina. The low boiling (xylene and toluene) component was removed by a rotary evaporator and high boiling component di(ethylene glycol) ethyl ether by air bath oven at 180C under high vacuum for 2 hours. The residue was purified by flask chromatography on silica gel. The final dark yellow product was yielded 5.20 grams (67%). The product IR, and C NMR analysis shows the formation of aryl ether product. IR: neat (cm” FontWeight=”Bold” FontSize=”10″ ): 687, 763, 843, 995, 1058, 1 116, 1 157, 1 185, 1264, 1289, 1333, 1351, 1418, 1452, 1492, 1590, 2874. 13C NM (CDC13): 149.22, 121.87, 1 15.18, 70.84, 70.65, 69.83, 68.90, 66.5, 15.12.

The chemical industry reduces the impact on the environment during synthesis 1,3-Diiodobenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; EXXONMOBIL RESEARCH AND ENGINEERING COMPANY; PATIL, Abhimanyu O.; BODIGE, Satish; WO2015/60984; (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 351447-07-9 as follows. SDS of cas: 351447-07-9

(Example 1 Synthesis of Compounds 1-42, 1-96, and I-51) [Show Image]Step 1 To a solution of Compound (5) (1.90 g, 7.25 mmol) in tetrahydrofuran (20mL), phenylisocyanate (1.0mL, 9.43mmol) and triethylamine (1.5 mL, 10.9 mmol) were added. The solution was then stirred at room temperature for 1 hour. The precipitated powder was filtered, and then washed with water. The resulting powder was further washed with diethyl ether to yield Compound 1-42 (1.95 g, 63%) as a white powder. 1H-NMR (DMSO-d6) delta12.13 (1H, s), 7.57 (2H, d, J = 8.4 Hz), 7.45 (1H, d, J = 8.1 Hz), 7.37 (2H, t, J = 7.5 Hz), 7.17 (1H, d, J = 8.4 Hz), 7.08 (1H, t, J = 7.2 Hz), 4.28 (2H, br s), 4.03 (2H, br s) LC/MS (Method A): 2.54 min, [M+H]+ = 382.3.

According to the analysis of related databases, 351447-07-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shionogi & Co., Ltd.; EP2341052; (2011); 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. 69518-17-8, name is 4-Iodophthalonitrile belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 4-Iodophthalonitrile

EXAMPLE 71 (1S,2R)-4′-(2-Hydroxy-1-methyl-4-pyridin-3-ylbutoxy)biphenyl-3,4-dicarbonitrile Prepared according to the method described in Example 12b) from (1S,2R)-4-(2-hydroxy-1-methyl-4-pyridin-3-ylbutoxy)benzeneboronic acid (0.197 g, Example 33), 4-iodo-1,2-dicyanobenzene (0.421 g, Can. J. Chem., 1985, 63, 3057), 2M aqueous sodium carbonate (0.50 ml) and tetrakis(triphenylphosphine)palladium (0) (0.054 g) in ethanol (3 ml). The reaction mixture was heated in a sealed vial at 90 C. for 4 hours. After cooling, the solution was concentrated under reduced pressure and the residue purified by chromatography over silica eluding with ethyl acetate. The residue was further purified by chromatography over silica gel eluding with dichloromethane:2-propanol (19:1). The residue was then further purified by reverse-phase HPLC eluding a gradient of 25-100% acetonitrile in 0.1 w/v aqueous ammonium acetate solution. The HPLC fractions were concentrated under reduced pressure, the residue dissolved in dichloromethane, filtered and concentrated under reduced pressure. The residue was triturated with ether to give the title to compound as a solid (0.060 g). m.p. 135.5-137 C. MS (APCI) 384 (M+H)+ 1H NMR (DMSO) 8.47-8.43(2H, m); 8.38(1H, dd); 8.25-8.12(2H, m); 7.79(2H, d), 7.63(1H, dt); 7.30(1H, dd); 7.06(2H, d); 5.03(1H, d); 4.41(1H, quintet); 3.63-3.5(1H, m); 2.9-2.75(1H, m); 2.75-2.6(1H, m); 1.95-1.8(1H, m); 1.75-1.55(1H, m); 1.24(3H, d).

The synthetic route of 69518-17-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AstraZeneca AB; US6300352; (2001); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 507-63-1,Some common heterocyclic compound, 507-63-1, name is Heptadecafluoro-1-iodooctane, molecular formula is C8F17I, 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.

Reactions were conducted in the same manner as in Example 1 except that the perfluoroethyl iodide was replaced with 1-iodoperfluorooctane (n-C8F17I). After cooling the reaction mixtures, the reaction products were analyzed by gas chromatography (GC). Table 1 shows the results.; TABLE 1 Copper Reaction Ethylene Reaction n-C8F17I catalyst temperature pressure time Conversion g g (wt. % *) C. MPa Min GC % Ex. 2 132 13.4 (10) 80 0.1 105 99.94 Ex. 3 130.8 2.66 (2) 80 0.1 120 99.71 Ex. 4 125.3 2.51 (2) 80 0.55 58 99.89 Ex. 5 155.2 3.11 (2) 120 0.1 56 99.97 Ex. 6 122.5 0.62 (0.5) 120 0.55 40 99.86 Comp. 133.2 0.13 ** 105 0.1-0.2 180 97.7 Ex. 1 * wt. % relative to n-C8F17I ** conducted using t-butylperoxyisopropyl monocarbonate (Perbutyl I) as a catalyst The conversion of each 1-iodoperfluorooctane of Examples 2-6 was more than 99.7%. The selectivity for the resulting ethylene adduct (adduct of one ethylene molecule) was 99.9% or greater in each case.

The synthetic route of 507-63-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Funakoshi, Yoshirou; Miki, Jun; US2005/250966; (2005); 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. 1427311-76-9, name is (S)-1-(4-Iodo-5-methoxy-2-nitrophenyl)-2,2-dimethylpropan-1-ol, A new synthetic method of this compound is introduced below., Recommanded Product: (S)-1-(4-Iodo-5-methoxy-2-nitrophenyl)-2,2-dimethylpropan-1-ol

Compound 38 (350 mg, 0.54 mmol) and (5)-l-(4-iodo-5-methoxy-2-nitrophenyl)-2,2- dimethyl- 1 -propanol (720 mg, 1.97 mmol) were heated at 110C for 45 min under a nitrogen atmosphere. The mixture was cooled down to room temperature, dissolved in MeOH (10 mL), and followed by addition of NH4F (400 mg, 11.1 mmol). The mixture was stirred at 50 C for 12 hours, concentrated in vacuo, dissolved in CH2CI2 (50 mL), and washed with brine (50 mL). The organic phase was dried over Na2S04, concentrated in vacuo, and the residue was purified by silica gel chromatography to yield 5-[(5)-l-(4-iodo-5-methoxy-2- nitrophenyl)-2,2-dimethyl-propyloxy]methyl-2′-deoxyuridine 61 (90 mg, 28%). 1HNMR (400 MHz, CDCl3): delta 8.34 (s, 1 H, Ph-H), 7.65 (s, 1 H, H-6), 7.12 (s, 1 H, Ph-H), 6.17 (t, 1 H, J = 6.8 Hz, Eta-Gamma), 5.18 (s, 1 H, Ph-CH), 4.59 (m, 1 H, H-3 ‘), 4.27 (d, 1 H, J = 12.0 Hz, 5-CH2a), 4.15 (d, 1 H, J = 12.0 Hz, 5-CH2b), 4.00 (m, 1 H, H-4’), 3.97 (s, 3 H, OCH3), 3.95 (m, 1 H, H-5’a), 3.82 (m, 1 H, H-5’b), 2.34 (m, 2 H, H-2), 0.84 (s, 9 H, C(CH3)3).

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; LASERGEN, INC.; STUPI, Brian, Philip; LI, Hong; WU, Weidong; HERSH, Megan, N.; HERTZOG, David; MORRIS, Sidney, E.; METZKER, Michael, L.; WO2013/40257; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 1097871-23-2, These common heterocyclic compound, 1097871-23-2, name is 1-Chloro-2,5-difluoro-4-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.

49-(4-methoxy)-10 borate 1 mmol,1-mmol-4-iododifluorobenzene 1 mmol, tetrakis(triphenylphosphine)palladium 0.1 mmol, toluene 40 mL,10 mL of ethanol and 340 mmol of K2CO (formed as a solution with 10 mL of distilled water) were added to the reaction flask, and then the system was evacuated and protected with nitrogen.The reaction was carried out at 100 C for 12 hours.After the end of the reaction, extraction, rotary distillation, column chromatography (eluent: n-hexane / dichloromethane = 1:1),Recrystallization gave the product A7.The yield was 69%.5A70.5mmol, boranoic acid pinacol ester 1.5mmol,Palladium acetate 0.05 mmol, 2-dicyclohexylphosphine-2′, 6′-dimethoxybiphenyl 0.1 mmol,1.5 mmol of potassium acetate and 25 mL of 1,4-dioxane were added to the reaction flask.The system is then evacuated, protected by nitrogen, and reacted at 90 C for 12 hours.After the reaction is over, extract, spin,Column chromatography (eluent: n-hexane / dichloromethane = 2:1),Recrystallization gave the product B7.The yield was 65%.6 The final product g is obtained by Suzuki coupling reaction:B70.25mmol, the product obtained in step 2, namely 9-bromo-10-(4-cyano)benzoquinone 0.21mmol,Catalyst tetrakis(triphenyl)phosphine palladium 0.03 mmol,Toluene 15mL, ethanol 5mL, K2CO38.4mmol (formed into solution with 5mL distilled water),It was added to the reaction flask and refluxed at 100 C for 12 h under the protection of nitrogen.After the reaction is completed, methanol is washed with hot water, suction filtered, and toluene is recrystallized.Sublimation gives the final product.The yield was 58%.The molecular formula is C48H29F2NO

The synthetic route of 1097871-23-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shaanxi Normal University; Hu Jianyong; Zhang Jiali; Zhao Zhen; (25 pag.)CN109678759; (2019); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 345226-19-9, 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. 345226-19-9, name is 2-Chloro-1-iodo-4-(trifluoromethoxy)benzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 2Methods of PreparationA. Synthesis of (6S)-6-[{2′-chloro-4′-(trifluoromethoxy)[1,1′-biphenyl]-4-yl]methoxy}-2-nitro-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine (1) by the method of Scheme 1 A stirred mixture of 4-(hydroxymethyl)phenylboronic acid (34) (308 mg, 2.03 mmol) and Pd(dppf)Cl2 (191 mg, 0.261 mmol) in toluene (22 mL) and EtOH (11 mL) was degassed for 8 min (vacuum pump) and then N2 was added. An aqueous solution of 2M Na2CO3 (4.4 mL, 8.8 mmol) was added by syringe and the stirred mixture was again degassed for 8 min, and then N2 was added. 2-Chloro-1-iodo-4-(trifluoromethoxy)benzene (35) (585 mg, 1.81 mmol) was added by syringe and the resulting mixture was stirred at 88 C. for 60 min. The cooled mixture was then diluted with aqueous NaHCO3 (100 mL) and extracted with CH2Cl2 (5×100 mL). The extracts were evaporated to dryness and the residue was chromatographed on silica gel. Elution with 0-50% CH2Cl2/petroleum ether firstly gave foreruns, and then further elution with 50% CH2Cl2/petroleum ether gave 2′-chloro-4′-(trifluoromethoxy)[1,1′-biphenyl]-4-yl]methanol (37) (537 mg, 98%) as a white solid: mp (pentane) 38-39 C.; 1H NMR (CDCl3) delta 7.46 (br d, J=8.2 Hz, 2H), 7.42 (dt, J=8.3, 2.0 Hz, 2H), 7.37 (br s, 1H), 7.36 (d, J=8.5 Hz, 1H), 7.19 (m, 1H), 4.77 (d, J=5.9 Hz, 2H), 1.70 (t, J=5.9 Hz, 1H); HREIMS calcd for C14H10ClF3O2 m/z (M+) 304.0292, 302.0321, found 304.0294, 302.0317.

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, 2-Chloro-1-iodo-4-(trifluoromethoxy)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Global Alliance for TB Drug Development; US2012/28973; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 52914-23-5,Some common heterocyclic compound, 52914-23-5, name is 2-(4-Iodophenyl)ethanol, molecular formula is C8H9IO, 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 1.24 g (5 mmol) of 2-(4-iodophenyl)ethanol, 0.62 g (5.25 mmol) of 7-azaindole, 2.33 g (11.0 mmol) of potassium phosphate, 0.082 g (1.0 mmol) of N,N’-dimethylethylenediamine and 0.095 g (0.50 mmol) of cuprous iodide in 4 ml of toluene is heated at 80 C. overnight with thorough stirring under an argon atmosphere. The mixture is cooled to ambient temperature and diluted with 150 ml of ethyl acetate and 50 ml of water. After the phases have settled and been separated, the organic phase is washed with 25 ml of water and 25 ml of saturated aqueous sodium chloride solution. It is dried over sodium sulphate and evaporated to dryness. The residue is purified by chromatography on silica gel, eluting with a 70/30 then 60/40 and 50/50 mixture of cyclohexane and ethyl acetate, to give 1.05 g of product in the form of an oil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-(4-Iodophenyl)ethanol, its application will become more common.

Reference:
Patent; Sanofi-Aventis; US2006/14830; (2006); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com