Category: iodides-buliding-blocks

76801-93-9, A common heterocyclic compound, 76801-93-9, name is 5-Amino-N1,N3-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide, molecular formula is C14H18I3N3O6, 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.

EXAMPLES EXAMPLE 1; Compound B was acetylated in a mixture of acetic anhydride and acetic acid in the presence of catalytic amounts of p-toluene sulphonic acid at 50-125C. Excess acetic anhydride and acetic acid was distilled off under reduced pressure, and the reaction mixture was diluted with methanol and water. The resulting reaction mixture had the following composition: Overacetylated Compound A (a mixture of compounds with varying number of acetyl groups attached): 97.7-98.3 % by area in HPLC Compound B: 0.0-0.3 % by area in HPLC Concentration: 31 w/v % Compound A in an approximately 2.5:1 methanol/water mixture Conductivity: 5.1-5.7 mS/cm Compound B was produced from the reaction mixture in a system according to Figure 1. The reaction mixture from the acetylation reaction (prepared batch wise) was fed into the static mixer in a flow ratio of 1.04 mL reaction mixture: 1.0 mL 20 w/w % NaOH at about 55C (outlet temperature). The absolute feeding rate of the reaction mixture was 2.6 kg/hour. The pH was kept at about 12.2 at steady state. HPLC of the output stream showed Compound A in 98.2 % purity with 0.23 % Compound B present at steady state. The continuous crystallisation was performed as described above. The pH in the first and second crystalliser varied between 11.1 and 11.5 over time, while the pH in the third and fourth crystalliser varied between 6.2 and 7.2. The temperature was 60C in the two first crystallisers and 20C in the third and fourth. Residence times were held at 2, 2, 2 and 8 hours, respectively. 20 % of the mother liquor volume was stripped off in the third crystalliser at a pressure of 240-250 mbar. The water content in the methanolic distillate from the stripping was 34-35 w/w %. The resulting slurry from the fourth crystalliser was transferred to a holding tank before filtration. The slurry was filtered in a continuous rotation filter at 1.6-3.2 barA. The filtration rate varied between about 500 and 900 L/m2/hour (about 500-650 L/m2/hour at steady state). The filter cake was washed with methanol (about 1.9 kg/kg Compound A) in the same filter. The resulting salt content in the filter cake was 0.2-0.3 w/w % NaCl. The moist filter cake was dried in a continuous fluid bed (spin flash) dryer at 120-130C gas temperature. The maximum temperature exposed to the product was 80C. The resulting moisture content was 0.4 w/w %. The purity of dry Compound A in HPLC was 99.5 % by area.

The synthetic route of 76801-93-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GE Healthcare AS; EP2281811; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 624-76-0, name is 2-Iodoethanol, 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. 624-76-0

Add 7 mL of ethanol to the round bottom flask, then add 1.1 mL of 2-methylquinoline.Add 0.5mL of iodine solution,The reaction was heated to 50 C for 36 h, and after the reaction was completed, the reaction system was cooled to room temperature.Solid precipitated, filtered and washed with ethanolObtaining 1,2-dimethyl-quinoline iodide salt (Compound 2),The yield was 93%.Its nuclear magnetic resonance spectrum is shown in Figure 1.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 624-76-0.

Reference:
Patent; University of Jinan; Lin Weiying; Sun Jie; Tian Minggang; (10 pag.)CN109851553; (2019); A;,
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. 452-82-4, name is 1-Fluoro-2-iodo-4-methylbenzene, A new synthetic method of this compound is introduced below., 452-82-4

General procedure: A sealed tube equipped with a magnetic stir bar was charged with the corresponding 1-bromo -2-fluoro (or chloro) benzene/ 1-fluoro-2-iodobenzene (1 mmol), amino phenol (1 mmol), Pd(OAc)2 (5 mol%), xantphos (5 mol%) and DBU (2.5 mmol). The tube was purged with argon. Then DMF (10 V) was added followed by the addition of Co2(CO)8 (0.25 mmol). The tube was closed with seal plug instantly. The reaction tube was placed in a pre heated oil bath at 150 0C for 16 h. On completion, the reaction mixture was cooled to room temperature, added water and ethyl acetate (1:1). Precipitated solid was filtered through a Celite bed. The bed was washed thoroughly with ethyl acetate. Organic layer was separated. Aqueous layer extracted with EtOAc. The combined organic layers were washed with water, brine, dried over anhydrous sodium sulphate. Organic layer was concentrated under reduced pressure and purified by flash column chromatography on silica gel (230-400 mesh) with ethyl acetate and petroleum ether as eluent to afford the corresponding dibenzoxazepinones.

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:
Article; Anchan, Kavitha; Baburajan, Poongavanam; Puttappa, Nagaswarupa H.; Kumar Sarkar, Sujit; Synthetic Communications; vol. 50; 3; (2020); p. 348 – 360;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

19230-28-5, 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. 19230-28-5 name is 1,3-Dichloro-2-iodobenzene, 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.

Under an argon atmosphere,2- [3- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) biphenyl-5-yl] -4,6- diphenyl- 1,3,5-triazine 2.0 g, 3.9 mmol),2,6-Dichloro-1-iodobenzene (1.2 g, 4.3 mmol),And bis (triphenylphosphine) palladium dichloride(55 mg, 78 mumol)Was suspended in THF (39 mL)To this was added 3 M potassium carbonate aqueous solution (2.6 mL).The mixture was stirred at 80 C. for 30 hours and then allowed to cool to room temperature. Water (30 mL) and methanol (30 mL) were added to the reaction solution, and the resulting precipitate was separated by filtration and washed with water, methanol and hexane.By recrystallizing the obtained solid from toluene,A white solid (1.3 g, 2.5 mmol, 64%) of the intermediate 2- (2 ‘, 6’-dichloro-5-phenylbiphenyl-3-yl) -4,6- diphenyl- ) Was obtained.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,3-Dichloro-2-iodobenzene, and friends who are interested can also refer to it.

Reference:
Patent; TOSOH CORPORATION; SAGAMI CHEMICAL RESEARCH INSTITUTE; AIHARA, HIDENORI; SHONO, TOMOHIRO; UCHIDA, NAOKI; NOMURA, KEISUKE; HATTORI, KAZUKI; (90 pag.)JP2018/95562; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

The chemical industry reduces the impact on the environment during synthesis 645-00-1, name is 1-Iodo-3-nitrobenzene, I believe this compound will play a more active role in future production and life. 645-00-1

General procedure: For example, synthesis of 1,2-diphenylethyne, 3a. To an oven-dried 5 mL microwave vessel was added Pd(PPh3)2Cl2 (3.5 mg, 0.005 mmol, 2 mol %) and CuI (1.9 mg, 0.01 mmol, 4 mol %). The vessel was then capped and purged with N2 before addition of Cyrene (0.5 mL, 0.5 M), Et3N (38 muL, 0.275 mmol, 1.1 equiv), iodobenzene (27.9 muL, 0.25 mmol, 1 equiv), and phenylacetylene (28.8 muL, 0.263 mmol, 1.05 equiv). The reaction mixture was heated to 30 C and maintained at this temperature with stirring for 1 h before the vessel was vented, and decapped. The solution was then diluted with EtOAc (10 mL), and washed with water (2¡Á 20 mL) and brine (2 ¡Á 20 mL). The organics were then passed through a hydrophobic frit and concentrated under reduced pressure to give a yellow oil, which was purified by flash chromatography (silica gel, 0-5% Et2O in petroleum ether) to afford the title compound as a white solid (44.5 mg, quant.).

The chemical industry reduces the impact on the environment during synthesis 645-00-1. I believe this compound will play a more active role in future production and life.

Reference:
Article; Wilson, Kirsty L.; Kennedy, Alan R.; Murray, Jane; Greatrex, Ben; Jamieson, Craig; Watson, Allan J. B.; Beilstein Journal of Organic Chemistry; vol. 12; (2016); p. 2005 – 2011;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

364-77-2, 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. 364-77-2, name is 2-Iodo-5-fluoronitrobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

STEP 1. Methyl trans-(4-fluoro-2-nitro)cinnamate The title compound was prepared according to the procedure described in step 1 of Example 24 from 3-fluoro-6-iodonitrobenzene and methyl acrylate. 1H-NMR (CDCl3) delta: 8.67 (1H, d, 15.8Hz), 7.78 (1H, dd, 8.07Hz, 2.65Hz), 7.68-7.63 (2H, m), 6.34 (1H, d, 15.8Hz), 3.84 (3H, s).

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

Reference:
Patent; PFIZER INC.; EP1065206; (2001); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

71838-16-9, These common heterocyclic compound, 71838-16-9, name is 2-Bromo-1-iodo-4-methylbenzene, 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.

[(2-Bromo-4-methyl-phenyl)-difluoro-methyl]-phosphonic acid diethyl ester: A solution of (bromo-difluoro-methyl)-phosphonic acid diethyl ester (25.00 g, 93.6 mmol) in N,N-dimethylacetamide (50 mL) was added drop wise into a suspension of activated zinc (6.12 g, 93.6 mmol) under Argon. The reaction was initiated by heating and kept under 50 C. After the mixture was stirred for 3 h, copper (I) bromide (13.43 g, 93.6 mmol) was added and stirred for 1 h. A solution of 2-bromo-l-iodo-4-methyl-benzene (11.88 g, 40.0 mmol) in N,N-dimethylacetamide (25 mL) was added slowly to the reaction mixture. The resulting suspension was then stirred at room temp for 18 h. Water (100 mL) was added to the reaction mixture and the solution filtered through celite. The filtrate was diluted with EtOAc (250 mL) and organic layer was washed with H20 (50 mL), NaHC03 (5%, 50 mL) and H20 (50 mL). The solvent was removed and the residue was purified by column chromatography on silica gel, eluting with hexanes/EtOAc (4:1) to provide a colorless oil (11.75 g, 82%): .H NMR (300 MHz, CDC13) 8 7.51 (d, 1H), 7.49 (s, 1H), 7.19 (d, 1H), 4.26 (m, 4H), 2.36 (s, 3H), 1.48 (s, 9H), 1.37 (m, 6 H).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 71838-16-9.

Reference:
Patent; CENGENT THERAPEUTICS, INC.; WO2006/28970; (2006); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

3058-39-7, 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. 3058-39-7 name is 4-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.

General procedure: To a screw-capped vial (4-mL) were added Cs2CO3 (1.0 mmol, 325 mg), Cu2O (0.005 mmol, 0.7 mg), 1H-imidazole-4-carboxylic acid (0.01 mmol, 1.1 mg) and acetonitrile (0.25 mL). The vial was sealed with septum and allowed to stir for a while; the iodoarene (0.5 mmol) and phenol (0.6 mmol) were then injected into the reaction mixture via a syringe. The septum was removed, and the vial was sealed with a screw cap. The reaction mixture was stirred at 80 oC for 24 h. The crude reaction mixture was diluted with CH2Cl2, filtered through a thin Celite pad, and concentrated in vacuo. The residue was isolated through a column chromatography by using hexane and ethyl acetate as eluent to give the pure product. Products 3a-v were obtained according to this procedure. The known structures were characterized by the 1H NMR and 13C NMR of reported literatures.1-3 Spectral data, 1H NMR and 13C NMR spectra for all the new compounds are listed below.

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

Reference:
Article; Cheng, An-Yi; Hsieh, Jen-Chieh; Tetrahedron Letters; vol. 53; 1; (2012); p. 71 – 75;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

628-21-7, 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. 628-21-7, name is 1,4-Diiodobutane belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

n-Butyl lithium (2.5 M in hexanes, 4.2 mL, 0.5 mmol) was added dropwise to a suspension of indolinone (0.665 mg, 5 mmol) and TMEDA (1.5 mL, 10 mmol) in THF (20 mL) at -78C in a dried flask under nitrogen. After 1 hour at -78C, 1,4- diiodobutane (3.3 mL, 25 mmol) was added dropwise and the mixture was allowed to slowly warm to rt. After 12 hours at rt, saturated aqueous ammonium chloride was added to the mixture and this mixture was extracted with EtOAc. The combined organic phases were washed with water, brine, dried over magnesium sulphate, filtered and concentrated in vacuo. Chromatography on silica (10-30% EtOAc in isohexane) gave isolation of the desired compound as a pale pink solid (393 mg, 2.1 mmol, 42%). ? NMR (400 MHz): delta 1.90 (m, 2H), 2.03 (m, 2H), 2.10 ( m, 2H), 2.21 (m, 2H), 6.94 ( m, 1H), 7.04 ( m, 1H), 7.20 (m, 2H), 8.75 ( bs, 1H). LC/MS 188 (MH+).

The synthetic route of 1,4-Diiodobutane has been constantly updated, and we look forward to future research findings.

Reference:
Patent; RE:VIRAL LTD; COCKERILL, Stuart; PILKINGTON, Christopher; LUMLEY, James; ANGELL, Richard; MATHEWS, Neil; WO2013/68769; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

608-28-6, Adding a certain compound to certain chemical reactions, such as: 608-28-6, name is 2-Iodo-1,3-dimethylbenzene, 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 608-28-6.

2,2′,6-trimethyl-1,1′-biphenyl (89): To a mixture of Ni-Cat.(0.0125 mmol Nil2+0.025 mmol VIa) and Ar-I 87 (0.036mL, 0.058 g, 0.25 mmol) 1.0 mL of CPME was added. Themixture was stirred for 10 mins. Then the water (0.02 mL,0.02 g, 1.11 mmol) was added. To the mixture, boronic acid88 (0.068 g, 0.5 mmol), bases (0.160 g, 0.75 mmol) wereadded. The reaction mixture was stirred at 105 C. (asmentioned) and aliquot was taken after different time intervalto analyze the data by GC/MS. After that the reactionmixture was filtered through neutral alumina, concentratedunder vacuum, purified by flash chromatography withhexane.1 H NMR (CDC13, 400 MHz): o1.99 (s, 6H), 2.01 (s,3H), 7.05-7.08 (m, lH), 7.14-7.35 (m, 6H); 13C NMR(CDC13, 100 MHz): o19.4, 20.3, 126.0, 126.9, 126.9, 127.2,128.8, 130.0, 135.6, 135.8, 140.5, 141.0.

According to the analysis of related databases, 608-28-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Boehringer Ingelheim International GmbH; Desrosiers, Jean-Nicolas; Fandrick, Daniel Robert; Haddad, Nizar; Li, Guisheng; Patel, Nitinchandra D.; Qu, Bo; Rodriguez, Sonia; Senanayake, Chris Hugh; Sieber, Joshua Daniel; Tan, Zhulin; Wang, Xiao-Jun; Yee, Nathan K.; Zhang, Li; Zhang, Yongda; (58 pag.)US2018/155375; (2018); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com