Tag: M.W=200-300

4387-36-4, name is 2-Iodobenzonitrile, 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. Computed Properties of C7H4IN

S1: The reaction formula of this step is as follows.The specific reaction operation is: at room temperature,Adding 100 mmol of the compound of the above formula (III) to an appropriate amount of the organic solvent N,N-dimethylacetamide (DMA),175 mmol of the above compound of formula (IV), 0.6 mmol of palladium acetate,125 mmol of tetra-n-butylammonium bromide and 175 mmol of sodium carbonate, and then the temperature was raised to 110 C with stirring.And stirring the reaction at this temperature for 20 hours;After the reaction was completed, the reaction mixture was poured into a sufficient amount of ethyl acetate.After washing with saturated brine, the organic layer and the aqueous layer were separated.After the aqueous layer is sufficiently extracted with ethyl acetate,The organic layers are combined (ie, the organic layer washed with saturated brine and the organic layer obtained by ethyl acetate extraction).Dry with anhydrous Na2SO4 and distill under reduced pressure.The residue was eluted by flash column chromatography (a mixture of petroleum ether and ethyl acetate in a volume ratio of 8:1).The eluent was collected and evaporated to remove the eluent.Thus obtaining a compound of the above formula (II) as a white solid in a yield of 88.2%

The synthetic route of 4387-36-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Wenzhou Medical University Affiliated The Second Hospital ? Wenzhou Medical University Affiliated Yuying Child Hospital; Wenzhou Medical University; Wang Zhiyi; Weng Jie; Chen Chan; Wang Zhibin; Zhou Zhiliang; Ma Jianshe; Xu Tong; (18 pag.)CN108250162; (2018); A;,
Iodide – Wikipedia,
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Application of 452-79-9,Some common heterocyclic compound, 452-79-9, name is 2-Fluoro-1-iodo-4-methylbenzene, molecular formula is C7H6FI, 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: To a solution of the corresponding boronic acid (1.2mmol) in EGME/H2O (3:1, 0.25M) were added Pd(OAc)2 (0.05mmol) and K2CO3 (1.2mmol), followed by the addition of the corresponding phenyl iodide (1.0mmol). The dark reaction mixture was stirred at rt for 15h, then diluted with EtOAc (40mL) and filtered through a pad of Celite. The resulting filtrate was washed with H2O (20mL) and a 1M solution of Na2SO3 (20mL). After separation, the organic phase was dried over Na2SO4 and concentrated under reduced pressure. The residues were purified by column chromatography (Cy/EtOAc).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Fluoro-1-iodo-4-methylbenzene, its application will become more common.

Reference:
Article; Migliore, Marco; Habrant, Damien; Sasso, Oscar; Albani, Clara; Bertozzi, Sine Mandrup; Armirotti, Andrea; Piomelli, Daniele; Scarpelli, Rita; European Journal of Medicinal Chemistry; vol. 109; (2016); p. 216 – 237;,
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. 66416-72-6, name is 4-Bromo-2-iodoaniline, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 66416-72-6

Example 187 6-(5-Bromo-2-chloro-phenyl)-N*4*-(4-chloro-phenyl)-pyrimidine-2,4-diamine To a stirred suspension of copper (II) chloride (1.62 g, 12.0 mmol) and tert-butyl nitrite (15.0 mmol) in acetonitrile (40 ml), heated at 60 C., was added a solution of 4-bromo-2-iodo-phenylamine (2.98 g, 10.0 mmol) in acetonitrile (10 ml) dropwise over 50 minutes. After stirring at 60 C. for 1 hour, the mixture was poured into 20% hydrochloric acid (200 ml) and extracted with ether (2*30 ml). The crude product was purified by flash chromatography on silica gel eluding with hexane to provide 4-bromo-1-chloro-2-iodo-benzene (2.4 g, 76% yield).

According to the analysis of related databases, 66416-72-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Cell Therapeutics, Inc.; US2004/204386; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 6293-83-0, 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. 6293-83-0 name is 2-Iodo-4-nitroaniline, 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: A mixture of 2-iodoaniline 1 (0.50 mmol) and Pd/C (10 wt% palladium on activated carbon paste and 50% moisture, 10 wt% wet Pd/C based on starting material 1) in 1,4-dioxane (3 mL) was added into a Schlenk flask (25 mL) and stirred at r.t. Ethyl acrylate (100 mg, 1.0 mmol, 2.0 equiv) and Et3N (101 mg, 1.0 mmol, 2.0 equiv) were added and the mixture was stirred at 100 C until the reaction was complete. The solvent was evaporated under reduced pressure and the residue was purified by column chromatography.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Iodo-4-nitroaniline, and friends who are interested can also refer to it.

Reference:
Article; Zhou, Xiao-Yu; Chen, Xia; Wang, Liang-Guang; Synthesis; vol. 49; 24; (2017); p. 5364 – 5370;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 4028-63-1, name is 2,4,6-Trimethyliodobenzene, 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. Computed Properties of C9H11I

1.0 mmol of 2,4,6-trimethyliodobenzene,1.2 mmol sodium azide,0.15 mmol DBUAnd 0.1mmol of copper acetate were sequentially added to a reaction flask equipped with 3mL of dimethyl sulfoxide,The reaction mixture was stirred at 95 ¡ã C for 2h,TLC was followed until the reaction was complete,A few drops of aqueous ammonia were added to the reaction mixture,Then extracted with ethyl acetate (10 mL ¡Á 3),Then washed once with saturated saline,dry,Suction filtration,Remove the solvent,Purification by column chromatography gave the desired product,Yield 78percent.

The synthetic route of 2,4,6-Trimethyliodobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Henan Normal University; Jiang Yuqin; Zhao Yaru; Ma Suhao; Li Xingfeng; Dong Wenpei; Xu Guiqing; (10 pag.)CN106588693; (2017); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 460-37-7, name is 1,1,1-Trifluoro-3-iodopropane, 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 460-37-7, Safety of 1,1,1-Trifluoro-3-iodopropane

A THF (75 mL) suspension of Zn (from Aldrich, dust, 325 mesh, 30.0 g, 461 mmol) was stirred under N2 at ambient temperature for 10 min. Afterward, 1,2-dibromoethane (from Aldrich, 4.75 g, 25.3 mmol) was added. The resulting mixture was brought to reflux times with a heat gun under N2, and then cooled to ambient temperature in a water bath. These reflux and cooling steps were repeated two more times. The mixture was then cooled to 0C in an ice bath. Chlorotrimethylsilane (from Aldrich, 3.42 mL, 26.9 mmol) was slowly added to the cooled mixture over a period of a few minutes. The resulting mixture was stirred at 0C for 5 min, and then allowed to warm to ambient temperature over 15 min while continuing to be stirred. Afterward, the mixture was cooled to 0C, and then slowly treated with 1, 1, L-TRIFLUORO-3-IODOPROPANE causing an exothermic reaction. The mixture was warmed to ambient temperature and stirred for 1 hr. The mixture was then diluted with N, N-dimethylacetamide (10 mL) to afford an organozinc reagent. Separately, an N, N-dimethylacetamide (40 mL) solution of the product from Part E (2.0 g, 3.3 mmol) was treated with bis (benzonitrile) dichloropalladium (II) (from Aldrich, 0.08 g, 0.208 mmol) and 2- (DICYCLOHEXYLPHOSPHINO)-2′-METHYLBIPHENYL (0.127 g, 0.349 mmol) under N2. The organozinc reagent (2.2 mL of stock solution, 9.78 mmol) was then added to the mixture. The resulting mixture was stirred at 55C for 4 hr, and then allowed to cool to ambient temperature overnight. Subsequently, the reaction was quenched with saturated aqueous NAHC03 (20 mL). The mixture was then partitioned further with ethyl acetate (100 mL) and de-ionized water (50 mL). The resulting biphasic mixture was filtered through Celite (pre-washed with ethyl acetate). The filter cake, in turn, was washed with ethyl acetate. The organic layer was separated, and the aqueous layer was extracted with ethyl acetate (50 mL). The combined organic layers were washed with saturated aqueous NAHCO3 (2×25 mL), washed with 1: 1 brine/de-ionized water (2×25 mL), washed with brine (2×25 mL), dried over NA2S04, filtered, and concentrated in vacuo. The resulting solid was diluted in diethyl ether, and then concentrated in VACUO, FORMING a glassy solid. This solid was triturated with 1: 1 diethyl ETHER/HEXANES. The solids were then filtered, washed with hexanes, and dried in a vacuum oven to afford the desired ester as a brown solid (1.25 g, 76% yield). The presence of the desired ester was confirmed BY 1HU R AND L9F-NMR. LC/MS m/z = 500 [M+H], 522 [M+NA].

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, 1,1,1-Trifluoro-3-iodopropane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PHARMACIA CORPORATION; WO2004/48368; (2004); A2;,
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. 886762-71-6, name is 1-Fluoro-3-iodo-2-nitrobenzene, A new synthetic method of this compound is introduced below., COA of Formula: C6H3FINO2

To a stirred suspension of NaH (50%) [3.60 g, 74.9 mmol] in DMF [60 mL] was added slowly a solution of compound 3 [15.3 g, 74.9 mmol] in DMF [30 mL] maintaining the external temperature below -10 C. After addition, reaction mixture was left stirring vigorously for half an hour under cold condition. A solution of compound 2 [20.0 g, 74.9 mmol] in DMF [30 mL] was slowly added to the reaction mixture under ice cold condition, after addition reaction mixture was allowed to warm at room temperature and stirred for 16 h. Then reaction mixture was quenched with water [500 mL] and aqueous part was extracted with EtOAc [2×100 mL j. Organic part was separated; pH of the aqueous part was slowly adjusted to 2-3 using IN aqueous HC1 under ice cooled condition and immediately extracted with EtOAc [2×300 ml]. Organic part was separated, dried (MgS04) and concentrated under reduced pressure to afford 7.2 g of compound 4. 15 g of un-reacted starting material was also recovered; this material was further treated under the same condition to afford 8.5 g compound 4 [total 16.1 g, 47.6 %]. Mass [ESI]: m/z 452.21 [MM]

The synthetic route of 886762-71-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CYTOSITE BIOPHARMA INC.; BILCER, Geoffrey, Malcolm; KELLY, Terence, Alfred; (190 pag.)WO2019/160916; (2019); 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. 19230-28-5, name is 1,3-Dichloro-2-iodobenzene, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 19230-28-5

General procedure: A general procedure for the synthesis of diarylacetylenes 2 involved the addition of 2.0 mmol of arylacetylene to a mixture of 2.1 mmol of an aryliodide, 3.0 mmol of diisoproprylethylamine, 0.02 mmol of Pd(PPh3)4,and 0.02 mmol of CuI in water (7 mL). The mixture was stirred for 1-2 h at 75C. After cooling, the product was collected by filtration or extracted using dichloromethane and purified by recrystallization and/or chromatography.

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 19230-28-5.

Reference:
Article; Sviripa, Vitaliy M.; Zhang, Wen; Kril, Liliia M.; Liu, Alice X.; Yuan, Yaxia; Zhan, Chang-Guo; Liu, Chunming; Watt, David S.; Bioorganic and Medicinal Chemistry Letters; vol. 24; 15; (2014); p. 3638 – 3640;,
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. 105202-02-6, name is 2-Iodo-5-(trifluoromethyl)aniline, This compound has unique chemical properties. The synthetic route is as follows., Formula: C7H5F3IN

In a air atmosphere, 1.0 mmol of 5-carboxymethyl-2-hydroxybenzylalcohol , 1.2 mmol of 5-trifluoromethyl-2-iodoaniline,0.02 mmol p-cymene ruthenium dichloride dimer,0.03 mmol of cuprous iodide, 0.08 mmol of 1,1′-bis (diphenylphosphino) ferrocene,5.0 mmol of sodium hydroxide, and 5 ml of toluene, and then placed on a condenser tube heated to 120 C. with an oil bath with magnetic stirring for 40 hours. The oil bath was removed, 3 ml of water was added to the reaction mixture and the mixture was extracted three times with 5 ml of ethyl acetate. The organic phases were combined and dried over anhydrous magnesium sulfate for 30 minutes. The filtrate was concentrated on a rotary evaporator. The concentrated solid was extracted with methylene chloride , Recrystallized to give pure product 23, yield 81%.

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 105202-02-6.

Reference:
Patent; Luoyang Normal College; Xu Chen; Li Hongmei; Wang Zhiqiang; Lou Xinhua; Fu Weijun; (11 pag.)CN105949143; (2016); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 619-58-9, 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. 619-58-9, name is 4-Iodobenzoic acid belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

In the inert gas N2 atmosphere, after dehydration and deoxidation treatment to the reaction bottle after adding 4 – iodo benzoic acid (124.0 mg, 0.5 mmol, gun for adding […] borane (290 mul, 2 mmol), reacting at room temperature 12 hours, the reaction out of the glove box, in order to have three methoxybenzene (84.09 mg, 0.5 mmol) as the internal standard, CDCl3 for dissolving, stirring 10 minutes, sampling, with nuclear magnetic resonance. Calculated 1 H and the yield is 99%. The product of nuclear magnetic data: The residue is added to the sample in 1 g silica gel, in order to 3 ml methanol as a solvent, 50 C lower reaction 3 h, the borate further hydrolysis alcohol, after the reaction, extracted with ethyl acetate three times, the combined organic layer, dried with anhydrous sodium sulfate, the solvent is removed under reduced pressure, through the silica gel (100 – 200 mesh) column chromatography purification, ethyl acetate/hexane (1:5) mixture as the eluent, to obtain the pure primary alcohol, separation and the yield is 94%.

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

Reference:
Patent; Soochow University (Suzhou); Xue Mingqiang; Xu Xiaojuan; Yan Dandan; Kang Zihan; Zhu Zhangye; Shen Qi; (9 pag.)CN109574808; (2019); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com