Category: iodides-buliding-blocks

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. 696-41-3 name is 3-Iodobenzaldehyde, 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. 696-41-3

General procedure: As outlined in Schemes 1 and 2, under anhydrous andanaerobic conditions, ZnCl2 (0.05 mol) was added to themixture of resorcinol (0.1 mol) and chloroacetonitrile (0.12mol) in diethyl ether (50 mL) cooled to 0C. The mixturewas reacted with anhydrous hydrogen chloride gas for 12hours. Intermediate compound 1, chrysin derivatives 2-5were synthesized according to Scheme 2. The Baker-VenKataraman reaction was employed in the synthesis ofchrysin derivatives [31]. 2, 4-dihydroxybenzoyl chloride (86mmol) was obtained after recrystallization with water. 2-Iodobenzaldehyde, 3-iodobenzaldehyde, 2-fluorine-5-iodobenzaldehyde or 3-iodo-4,5-dimethoxy benzaldehyde(12 mmol) and 10% NaOH (20 mL) were added to a solutionof compound 1 (10 mmol) in alcohol (5 mL). The mixturewas stirred at room temperature for 72 hours. Then the solutionwas acidified with 10% aqueous HCl to pH= 7 andstirred for another 48 hours at room temperature. The crudeproduce was purified by column chromatography (ethylacetate/ petroleum ether = 1:1) to get products, compound2: 7-hydroxy-2-(2-iodophenyl)-4H-chromen-4-one yielded62.7%, compound 3: 7-hydroxy-2-(3-iodophenyl)-4Hchromen-4-one yielded 61.5%, compound 4: 2- (2-fluoro-5-iodo- phenyl)-7-hydroxy-4H-chromen-4-one yielded 60.8%,compound 5:7-hydroxy-2-(3- iodo-4,5-di- methoxyphenyl)-4H-chromen-4-one yielded 62.3%. All compounds were yellow products.

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

Reference:
Article; Wei, Yun; Zheng, Qutong; Tang, Guotao; Song, Chen; Wang, Guan; Zhang, Yinxiang; Xiao, Yan; Zeng, Xianliang; Wang, Zongbao; Xiao, Jichang; Zheng, Xing; Medicinal Chemistry; vol. 12; 5; (2016); p. 441 – 447;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

628-21-7, Name is 1,4-Diiodobutane, 628-21-7, 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.

5-Bromo-2- (4-methoxybenzyl) -7-methyliso-1-one at 0 C(3.0 grams, 8.7 moles)N, N-dimethylformamide (30mL)To the solution was added sodium hydride (1.043 g, 43.5 moles).The reaction solution was stirred at room temperature for 10 minutes.Then add 1,5-diiodopentane (3.493 g, 11.3 mol),The reaction solution was stirred at room temperature for 4 hours.After the reaction was monitored by TLC, the reaction was quenched with saturated ammonium chloride solution, and the mixture was extracted with ethyl acetate (100 mL x 2). The organic layers were combined, dried over anhydrous sodium sulfate, filtered and concentrated. The crude product was purified by flash column chromatography (petroleum ether / ethyl acetate = 1/1) to give the product in the form of an oil (1.97 hag, yield 56.8%).

Statistics shows that 1,4-Diiodobutane is playing an increasingly important role. we look forward to future research findings about 628-21-7.

Reference:
Patent; Nuowosida Pharmaceutical Co., Ltd.; Li Bing; (67 pag.)CN110256432; (2019); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 76801-93-9 name is 5-Amino-N1,N3-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide, 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. 76801-93-9

In Example 2, the solution was cooled in a reactor jacket to 70 C immediately after reaching the maximum temperature of approximately 120-125 C. The cooling rate was about 1 C/minute, and the solution was held at 70 C overnight to form over-acetylated Compound A before moving on to the next deacetylation process step to form Compound A. Deacetylation: After acetylation, the reaction solution containing over-acetylated Compound A was concentrated under reduced pressure, before methanol and water was added prior to the deacetylation step. Sodium hydroxide was then added to methanol- water reaction mixture to carry out the deacetylation. The resulting reaction mixture was then further diluted with water before crystallization. Crystallization: To achieve crystallization, hydrochloric acid was first added until the reaction mixture until it was slightly turbid, and then the reaction mixture was seeded with Compound A. The resulting slurry was stirred for 45 minutes before additional hydrochloric acid was added until about pH 7. The slurry was then cooled to 15 C over night. Next day the slurry was filtered, and the filter cake was washed with methanol and then dried in a vacuum oven.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Amino-N1,N3-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide, and friends who are interested can also refer to it.

Reference:
Patent; GE HEALTHCARE AS; SAANUM, Inger, Dagny; HAALAND, Torfinn; KALLEBERG, Rita; WO2015/82719; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

71838-16-9, 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. 71838-16-9, name is 2-Bromo-1-iodo-4-methylbenzene, A new synthetic method of this compound is introduced below.

General procedure: To a solution of benzenethiol (0.6 mmol) in DMSO (2 mL) was added in a Schlenk tube at room temperature under oxygen condition. Subsequently, Cs2CO3 (1.0 mmol), CuI (0.02 mmol) and 1-bromo-2-iodobenzene (0.5 mmol) were added. The mixture was heated under 95 C for 4 h. After the reaction was completed, cooled to room temperature. Water (10 mL) was added to the reaction mixture and CH2Cl2 (3×10 mL) were used to extract the crude product. After removing the solvent, the resulting crude was purified by column chromatography with pure petroleum as eluent to give 1 as Colorless oily liquid.

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; Liu, Na; Chao, Fei; Huang, Yu; Wang, Yanlan; Meng, Xu; Wang, Long; Liu, Xiang; Tetrahedron Letters; vol. 60; 46; (2019);,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

5471-81-8, 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 5471-81-8 as follows.

Under a protective atmosphere of inert gas, Pd(OAc)2 (2.2 mg, 10 mol%), XPhos (19.1 mg, 20 mol%), NBE-CO2K (3.5 mg, were added to a 4.0 mL reaction flask equipped with a magnetic stir bar. 10 mol%), 3-methyl-4 iodine benzoate Methyl ester (0.2 mmol, 1.0 equiv.), 1,2-epoxyoctadecane (0.6 mmol, 3.0 equiv.) and dry N-methylpyrrolidone (1.0 mL). The reaction flask was capped and stirred at room temperature for about 5 minutes, after which the mixture was heated to 80 C and stirred 24hour. After the reaction vessel was cooled to room temperature, it was quenched with water (10 mL), extracted with methyl tert-butyl ether (3¡Á10 mL), dried Na2SO4 Dry, filter, and concentrate under vacuum. Purified by column chromatography, the eluent was petroleum ether: ethyl acetate = 50:1 (v/v),67 mg of methyl 7-methyl-2-n-hexadecyl-2,3-dihydrobenzofuran-5-carboxylate (white solid, yield 80%).

According to the analysis of related databases, Methyl 4-iodo-3-methylbenzoate, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Wuhan University; Zhou Qianghui; Wu Chenggui; Cheng Honggang; (20 pag.)CN108329285; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

144-48-9, 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. 144-48-9 name is 2-Iodoacetamide, 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.

Sodium hydride (0.57 g of a 60% dispersion in mineral oil, 0.014 mol) was added in portions at 23 C to a stirred solution of the alcohol (4) (4.22 g, 0.012 mol) in dry dimethyl formamide (60 mL). After 10 min a solution of iodoacetamide (2. 68 g, 0.014 mol) in dimethyl formamide (10 mL) was added and the solution was stirred at 23 C for 16 h. Silica gel was added and the reaction mixture was adsorbed directly onto it by concentration of the mixture to dryness in vacuo. The product was chromatographed on silica. Elution with ethyl acetate gave isomer (6) as a white solid (3.16 g, 63%). Elution with methanol/ethyl acetate (5: 95) gave the required product (5) as a foamy solid (4.92 g-contains sodium iodide as well). This material was used directly in the next step. APCI-MS Found [M+H] =416,414.

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

Reference:
Patent; WARNER-LAMBERT COMPANY LLC; WO2005/89763; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

112671-42-8, 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. 112671-42-8, name is 4-Bromo-1-iodo-2-nitrobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

The starting material, phenylboronic acid (76.84g, 630.2mmol) was dissolved in a THF (2780ml) in a round bottom flask, 4-bromo-1-iodo-2-nitrobenzene (309.96g, 945.3mmol), Pd (PPh3) 4 ( 36.41g, 31.5mmol), was added K2CO3 (261.3g, 1890.6mmol), water (1390ml) and the resulting mixture was stirred at 80 . Once the reaction is complete, the organic layer extracted with water and CH2Cl2After the dried over MgSO4 and concentrated to a silicagel column and the resulting compound was recrystallized 122.68g product (yield: 70%)It was obtained.

The synthetic route of 4-Bromo-1-iodo-2-nitrobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Duksan Neolux Co, Ltd.; Moon, Song Yoon; Lee, Son Hui; Park, Jong Cheol; Kim, Dae Song; Lee, Bom Song; Park, Song Jae; (89 pag.)KR101550768; (2015); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 610-97-9, name is Methyl 2-iodobenzoate, 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. 610-97-9

Example 15A Methyl 5-bromo-2-iodobenzoate To a stirred slurry of methyl 2-iodo-benzoate (5.0 g, 0.019 mol) and N-bromosuccinimide (3.74 g, 0.021 mol) in acetic acid (10 mL) was added concentrated H2SO4 (10 mL) dropwise, keeping the temperature at 20-40 C. The mixture was stirred at room temperature for 88 hours and then heated at 50 C. for 4 hours. The mixture was cooled to 10 C., treated with 40 g of ice water, and extracted with 50 mL of CH2Cl2. The organic phase was washed in succession with 2*50 mL 5% NaHCO3, 50 mL 10% Na2S2O3, 50 mL water, and concentrated to colorless oil. The residue was purified by column chromatography (silica gel, 10:90 EtOAc:hexane) to provide the title compound. 1H NMR (CDCl3, 400 MHz) delta 7.92 (d, J=4 Hz, 1H), 7.83 (d, J=8 Hz, 1H), 7.27 (dd, J=8, 4 Hz, 1H), 3.92 (s, 3H); MS (DCl/NH3) [M+NH4]+at 358, [M+NH3.NH4]+ at 375.

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 610-97-9.

Reference:
Patent; Altenbach, Robert J.; Black, Lawrence A.; Chang, Sou-Jen; Cowart, Marlon D.; Faghih, Ramin; Gfesser, Gregory A.; Ku, Yi-Yin; Liu, Huaqing; Lukin, Kirill A.; Nersesian, Diana L.; Pu, Yu-ming; Curtis, Michael P.; US2005/272736; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

2265-93-2, Name is 2,4-Difluoroiodobenzene, 2265-93-2, 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.

EXAMPLE 4; 2,4-Bis-(2,4-difluorophenyI)-3-l(3-pyridyl)hydroxymethyI]thiophene; To a suspension of 1.54gm (ll.lmmol) of potassium carbonate, 1.44gm (4.46mmol) of tetrabutylammonium bromide, and .05gm (0.22mmol) of palladium(II) diacetate in 1.ImL of acetonitrile/H2O (9:1) under a N2 atmosphere was added 1.83gm (6.69mmol) of 2,4-difluoro-l-iodobenzene and 0.50gm (4.46mmol) of thiorhohene-3-carboxaldehyde. The mixture was heated at 800C for 3days, and then diluted with ethyl acetate. The ethyl acetate solution was washed with water and dried over magnesium sulfate. The drying agent was filtered off, and the solvent was removed by rotoevaporation to give a red-brown solid which was purified by flash column chromatography on silica gel to give a mixture of 2-(2,4- difluorophenyl)thiophene-3-carboxaldehyde and 2,4-bis-(2,4- difluorophenyl)thiophene-3-carboxaldehyde which was used in the next reaction.

Statistics shows that 2,4-Difluoroiodobenzene is playing an increasingly important role. we look forward to future research findings about 2265-93-2.

Reference:
Patent; SYNGENTA LIMITED; WO2007/75487; (2007); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

18698-96-9, A common compound: 18698-96-9, name is 2-(2-Iodophenyl)acetic acid, belongs to iodides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

Aminoester 76 (0.92 g, 4.50 mmol) and 2-(2-iodophenyl)acetic acid (1.36 g, 5.2 mmol) were dissolved in 23 ml butyl acetate. 1-Propanephosphonic anhydride solution (T3P, 7 ml, 11.7 mmol) was added and the mixture was stirred for 1 h at room termpature and then 1 h at reflux. The mixture was allowed to cool to room temperature and was washed twice with 4percent sodium bicarbonate solution. The organics were dried over anhydrous sodium sulphate, filtrered and evaporated under reduced pressure. The residue was purified using the SP-1 purification system (ethyl acetate-hexane gradient, 0:100 rising to 30:70) to give 77 (1.1 g, 2.62 mmol, 58percent yield) as a pale yellow solid. Purity 100percent. 1H NMR spectrum not recorded. UPLC/MS (3 min) retention time 1.76 min. LRMS: m/z 421 (M+1).

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-(2-Iodophenyl)acetic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Buil, Maria Antonia; Calbet, Marta; Castillo, Marcos; Castro, Jordi; Esteve, Cristina; Ferrer, Manel; Forns, Pilar; Gonzalez, Jacob; Lopez, Sara; Roberts, Richard S.; Sevilla, Sara; Vidal, Bernat; Vidal, Laura; Vilaseca, Pere; European Journal of Medicinal Chemistry; vol. 113; (2016); p. 102 – 133;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com