Category: iodides-buliding-blocks

340825-13-0, name is 6-Iodo-3,4-dihydronaphthalen-1(2H)-one, 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. Product Details of 340825-13-0

According to the following reaction formula (scheme),Compound (3) was synthesized. A 200 mL round-bottom flask was charged with Compound (2) (4.1 g, 15 mmol) and methanol (100 mL). Sodiumborohydride (850 mg, 22.5 mmol) was gradually added to the resultant mixture at 0C with ice cooling, followed by stirring for 3 hours at 0C. Subsequently, excessive sodium borohydride was neutralized with dilute hydrochloric acid, and saturated brine was added to the mixture, which was then extracted with ethyl acetate (50 mL) 5 times. The extraction liquid was washed with ammonium chloride (100 mL) once and with brine (100 mL) twice. The reafter, sodium sulfate was added thereto, followed by filtration. The filtrate was concentrated to obtain Compound (3) as a pale red solid (yield amount: 3.93 g, yield rate ^ 95.5%), which was directly used in the next step without any further purification. The analysis results of Compound (3) are shown below.iH NMR (500 MHz, CDC13, TMS, delta) : 1.71 (d, 1H, J = 5.8 Hz), 1.84-2.02 (m, 4H), 2.65-2.71 (m, 1H), 2.75-2.81 (m, 1H), 4.72 (d, 1H, J =4.6 Hz), 7.17 (d, 1H, J = 8.0 Hz), 7.47 (s, 1H), 7.52 (d,t 1H, Ji = 8.0 Hz, J2 = 1.2 Hz) Mass spectrometry: GC-MS m/z = 274 (M+) Melting point: 82.0C-84.0C From the above analysis results, it was confirmed that a structure of the synthesized product did not contradict that of Compound (3).

The synthetic route of 340825-13-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; RICOH COMPANY, LTD.; GOTO, Daisuke; YAMAMOTO, Satoshi; SAGISAKA, Toshiya; KATO, Takuji; TANO, Takanori; SHINODA, Masato; MATSUMOTO, Shinji; MOHRI, Masataka; YUTANI, Keiichiro; WO2011/158953; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 116632-39-4, A common heterocyclic compound, 116632-39-4, name is 5-Bromo-2-iodotoluene, molecular formula is C7H6BrI, 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.

Synthesis of Raw Material Compound 6 4-Benzoylphenylboronic acid (6.25 g) (21 mmol), 5.23 g of 5-bromo-2 iodotoluene (23 mmol), and 6.68 g of sodium carbonate (63 mmol) are dissolved in 130 ml of ethylene glycol dimethyl ether-distilled water mixed solvent (10:3), and then 0.24 g of palladium acetate (1.05 mmol) and 0.55 g of triphenylphosphine (2.1 mmol) are added thereto, and the reaction system is subjected to heating for 3 hour under nitrogen flow.After the reaction solution is allowed to be cooled, distilled water and about 600 ml of ethyl acetate are added and extraction is performed. After removing an aqueous layer and separating an organic layer, the system is dried with magnesium sulfate. The filtrate from which magnesium sulfate is filtered out is evaporated to dryness in a rotary evaporator, and refined by silica gel column (ethyl acetate: hexane=1:40?1:10) to obtain 6.6 g of white to pale yellow raw material compound 6 (yield: 90%). The obtained compound 6 is confirmed to be an objective compound by mass spectrum and 1H NMR spectrum.

The synthetic route of 116632-39-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FUJIFILM CORPORATION; US2012/319059; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 19230-28-5, name is 1,3-Dichloro-2-iodobenzene, 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 19230-28-5, Application In Synthesis of 1,3-Dichloro-2-iodobenzene

EXAMPLE 2; Preparation of S-chloro^-wopropylidene-benzonorbornadiene (Compound No. 5.26); a) n-Butyllithium variant, from l,3-dichloro-2-iodo-benzene.; To a stirred solution of l,3-dichloro-2-iodo-benzene (38.21g, 140 mmol) and 6,6-dimethyl- fulvene (46.35g, assay 96.2%, 420 mmol) in dry toluene (600 ml) under a nitrogen atmosphere, 58.8 ml of a 2.5M toluene solution of w-butyllithium (147 mmol)were added dropwise at O0C within 16 minutes. After a further 10 minutes at O0C, the reaction mixture was allowed to stand at ambient temperature overnight. Aqueous work up with saturated aqueous ammonium chloride and ethyl acetate extraction followed by washings with brine and water and drying over sodium sulphate gave a crude material which was purified by chromatography on silica gel in hexane to give 19.79g of the desired product as a yellow oil (assay 94.7% by g.l.c, 62% yield). Yellow crystals of m.p. 83-850C were obtained from cold hexane.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; WO2007/68417; (2007); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

5460-32-2, name is 4-Iodo-1,2-dimethoxybenzene, 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. Product Details of 5460-32-2

To a solution of the appropriate 4-iodobenzene 7a,b (1.0 mmol)in DMF (10 mL) were added the following reagents through thereferred order: acrolein diethyl acetal (0.46 mL, 3.0 mmol), nBu4-NOAc (0.603 g, 2.0 mmol), K2CO3 (0.207 g, 1.5 mmol), and Pd(OAc)2 (6.7 mg, 0.03 mmol) (for 8a) or PdCl2 (5.3 mg, 0.03 mmol) (for 8b). This mixturewas stirred at 90 ¡ãC for 4 h for 8a and 21 h for 8b. After this period, it was poured onto ice (50 g) and H2O (100 mL) and thepH was adjusted to 1 with diluted HCl. In the case of 8a, this aqueous solution was extracted with Et2O (3 50 mL) and theorganic layer was dried over anhydrous Na2SO4. In the case of 8b, the obtained precipitate was filtered off, taken in CH2Cl2 and driedover anhydrous Na2SO4. The solvent was evaporated to the dryness and both residues were purified by silica gel column chromatographyusing CH2Cl2 as eluent.4.1.7.1. (E)-3,4-Dimethoxycinnamaldehyde (8a). White solid(102 mg, 53percent yield); Rf 0.28. Mp 80-82 ¡ãC. 1H NMR (300.13 MHz,CDCl3): delta 9.66 (d, J 7.8 Hz, 1H, CHO), 7.42 (d, J 15.8 Hz, 1H, H-b), 7.17(dd, J 8.3 and 2.0 Hz, 1H, H-6), 7.08 (d, J 2.0 Hz, 1H, H-2), 6.91 (d, J8.3 Hz, 1H, H-5), 6.62 (dd, J 15.8 and 7.8 Hz, 1H, H-a), 3.94 (s, 3H, 4-OCH3), 3.93 (s, 3H, 3-OCH3) ppm. 13C NMR (75.47 MHz, CDCl3):delta 193.5 (CHO), 152.8 (C-b), 151.9 (C-4), 149.3 (C-3), 126.9 (C-1), 126.6(C-a), 123.3 (C-6), 111.0 (C-5), 109.7 (C-2), 55.9 and 55.8 (3,4-OCH3)ppm. ESI-MS m/z (percent): 215 ([M+Na]+, 100), 193 ([M+H]+, 95). ESIHRMSm/z calcd for [C11H12O3H]: 193.0865, found: 193.0855.

The synthetic route of 5460-32-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Sousa, Joana L.C.; Proenca, Carina; Freitas, Marisa; Fernandes, Eduarda; Silva, Artur M.S.; European Journal of Medicinal Chemistry; vol. 119; (2016); p. 250 – 259;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 19718-49-1, name is Methyl 4-amino-3-iodobenzoate, molecular formula is C8H8INO2, 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. Quality Control of Methyl 4-amino-3-iodobenzoate

General procedure: To a solution of vinyl bromide a-c (6.7 mmol) in dioxane (30 mL) at 25 C under argon were successively added Et3N (3.70 mL, 26.9 mmol), Pd (PPh3)4 (779 mg, 0.670 mmol), and pinacolborane (2.90 mL, 20.2 mmol) dropwise. The solution was heated to 80 C for 1 h. After cooling, water (5 mL) was added dropwise followed by methyl 4-amino-3-iodobenzoate (1.5 g, 5.4 mmol) dissolved in dioxane (15 mL) and Ba(OH)2¡¤8H2O (6.40 g, 20.2 mmol). The solution was heated to 90 C for 8 h. After cooling, the mixture was filtered through Celite, brine was added (40 mL), and the solution was extracted with ethyl acetate (3 ¡Á 50 mL). After drying over magnesium sulfate and evaporation of the solvents under vacuum, the residue was purified by flash chromatography to obtain the benzoates.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 19718-49-1, its application will become more common.

Reference:
Article; Li, Yanwu; Silamkoti, Arundutt; Kolavi, Gundurao; Mou, Liyuan; Gulati, Shelly; Air, Gillian M.; Brouillette, Wayne J.; Bioorganic and Medicinal Chemistry; vol. 20; 14; (2012); p. 4582 – 4589;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 364-75-0, 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 364-75-0 as follows.

A solution of the compound of Example 1(e) (4.6 g, 17.54 mmol), 1-fluoro-4-iodo-2-nitrobenzene of Intermediate Example 3 (4.683 g, 17.54 mmol, 1.0 eq.) and potassium fluoride (1.22 g, 21.05 mmol, 1.2 eq.) in DMF was heated at 130 C. for 5 h. The mixture was quenched and extracted as in Example 1(d). The solvent was distilled off and the crude residue was purified by column chromatography (60-120 silica gel, 50% ethyl acetate in hexane) to give the product in 76% yield (6.8 g). 1H NMR (300 MHz, DMSO-d6): delta 10.15 (br s, 1H), 9.41 (s, 1H), 8.35 (d, 1H), 7.78 (dd, 1H), 7.66-7.54 (m, 3H), 7.39 (m, 1H), 7.22 (m, 1H), 7.14-7.11 (m, 2H), 2.06 (s, 3H).

According to the analysis of related databases, 364-75-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Linnanen, Tero; Wohlfahrt, Gerd; Nanduri, Srinivas; Ujjinamatada, Ravi; Rajagopalan, Srinivasan; Mukherjee, Subhendu; US2015/11548; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 116632-39-4, 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. 116632-39-4, name is 5-Bromo-2-iodotoluene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A mixture of 4-bromo-1-iodo-2-methylbenzene (240 muL, 1.68 mmol, Aldrich), Copper(I) iodide (353 mg, 1.85 mmol, Alfa Aesar), Methanesulfinic acid, sodium salt (688 mg, 6.74 mmol, Alfa Aesar) and DMSO (7.2 mL) was purged with Argon and then heated under microwave condition at 125 C. for 20 min. The resulting mixture was stirred at 100 C. for 3 h and then cooled to room temperature. The reaction mixture was diluted with H2O and extracted with EtOAc (2¡Á). The organic layers were combined and washed with brine, dried over Na2SO4 and concentrated in vacuo to a white solid. The solid was purified by flash chromatography (SiO2, 0-50% EtOAc in hexanes) to yield 270 mg of desired product as a white solid. MS (ESI) 249 (M+H).

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, 5-Bromo-2-iodotoluene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Bristol-Myers Squibb Company; US2009/23702; (2009); 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. 101335-11-9, name is 2-Chloro-4-fluoro-1-iodobenzene, This compound has unique chemical properties. The synthetic route is as follows., Formula: C6H3ClFI

INT 18 2-Chloro-6-fluoro-3-iodobenzonitrile Step A: 2-Chloro-6-fluoro-3-iodobenzaldehyde A solution of diisopropylamine (870 mg, 8.6 mmol) in anhydrous THF was added n-butyllithium (2.5 M in hexanes, 3.1 mL, 7.8 mmol) dropwise over 5 min under nitrogen at 0 C. After 10 min, the reaction mixture was cooled to -78 C and 2-chloro-4-fluoro-l-iodobenzene (2.0 g, 7.8 mmol) was added dropwise over 5 min. After 1 h at – 78 C, DMF (640 mg, 8.6 mmol) was added dropwise over 5 min. After a further 10 min at -78 C, the reaction mixture was quenched by the rapid addition of acetic acid (2.0 mL), followed quickly by water (50 mL). The cold solution was extracted with diethyl ether and the organic extracts were washed with diluted HCl (0.2 M, 25 mL), water, brine and dried over anhydrous sodium sulfate. The solvent was removed under reduce pressure and the resulting residue was then purified by silica gel chromatography to provide 2-chloro-6-fluoro-3-iodobenzaldehyde. 1HNMR (400 MHz, CDC13) delta 10.34 (s, 1H), 8.04 (m, 1H), 6.92 (dd, J = 9.4, 9.4 Hz, 1H).

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 101335-11-9.

Reference:
Patent; MERCK SHARP & DOHME CORP.; WALSH, Shawn; PASTERNAK, Alexander; CATO, Brian; FINKE, Paul, E.; FRIE, Jessica; FU, Qinghong; KIM, Dooseop; PIO, Barbara; SHAHRIPOUR, Aurash; SHI, Zhi-Cai; TANG, Haifeng; WO2013/39802; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 460-37-7,Some common heterocyclic compound, 460-37-7, name is 1,1,1-Trifluoro-3-iodopropane, molecular formula is C3H4F3I, 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 stirred a solution of methyl-(2S)-2-(te/Y-butoxycarbonyl)-amino-2-[8-aza-bicyclo [3.2.1]-oct-3-yl]-exo-acetate (step 5 of intermediate 2, 1.0 g, 3.36 mmol) in acetonitrile (20 ml) at room temperature was added anhydrous K2CO3 (1.39g, 10.07 mmol) stirred for 10 minutes. To this reaction mixture was then added 3,3,3-trifluoropropyl iodide (0.827g, 0.43 ml, 3.69 mmol) and heated at 5O0C for 6 hours under stirring. The solvent was removed under reduced pressure and added ethyl acetate (50 ml). The organic layer was washed with water (2×20 ml), bromine (10 ml) and dried over anhydrous Na2SO4. The solvent was evaporated to yield the crude product, which was purified by column chromatography over silica gel (100-200 mesh) using 1.3% methanol in dichloromethane as an eluent to yield the title compound (0.775g, 58%). MS: m/z 395(M+1) 1HNMR (CDCI3, 200 MHz): delta 1.17-1.60 (m, 15H), 1.82-2.40 (m, 5H), 2.5 -2.63 (m, 2H), 3.14- 3.28 (m, 2H) 3.73 (s, 3H) 4.10-4.30 (m, 1 H), 4.97-5.10 (m, 1 H).

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-Trifluoro-3-iodopropane, its application will become more common.

Reference:
Patent; LUPIN LIMITED; WO2009/37719; (2009); 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. 260355-20-2, name is 1-Chloro-4-iodo-2-(trifluoromethyl)benzene, A new synthetic method of this compound is introduced below., Recommanded Product: 260355-20-2

Dissolving 1-chloro-4-iodo-2-trifluoromethylbenzene (10 mmol) obtained in Reaction 1.220 ml of toluene,Isoxazole-4-amine is added sequentially to the system(12mmol),Palladium acetate (0.5 mmol),2,2′-bis(diphenylphosphino)-1,1′-binaphthyl(12 mmol), 3 ml of triethylamine, after stirring for 10 minutes, add 10 ml of cesium carbonate (10 mmol)The aqueous solution is heated to 50 C for 4 hours. After the reaction is completed, 20 ml of water is added to the system.Stir for 20 minutes, dispense,The organic phase is dried over anhydrous sodium sulfate. Concentrated, flash column chromatography,2.2 g of yellow N-(4-chloro-3-trifluoromethylphenyl)-isoxazole-4-amine powder was obtained with a yield of 84%.

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; Zhang Ruwei; Ge Baoyin; Jing Fan; (7 pag.)CN108432776; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com