Tag: M.W=300-400

Electric Literature of 13101-40-1,Some common heterocyclic compound, 13101-40-1, name is 1-Bromo-3-chloro-5-iodobenzene, molecular formula is C6H3BrClI, 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.

(1) In a 250ml three-neck flask, nitrogen protection, was added 0.012mol 1- bromo-3-chloro-5-iodobenzene, 0.01 mol starting material A-3,150ml of toluene stirred and mixed, followed by addition of 5×10-5mol Pd2(dba)3,. 5 × 10-5mol tri-tert-butyl phosphate, 0.03 mol of sodium tert-butoxide and heated to 105 deg.] C, the reaction was refluxed for 24 hours, and sampling showed no residual amino compound, the reaction was complete; cool to room temperature, filtered, The filtrate was rotary evaporated until no fraction, through neutral silica gel column chromatography to give intermediate M-8, purity 99.8%, yield 89.6%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-3-chloro-5-iodobenzene, its application will become more common.

Reference:
Patent; Jiangsu March Optoelectric Technology Co., Ltd.; Zhao Sijie; Wang Fang; Xie Dandan; Wu Xiuqin; Zhang Zhaochao; (47 pag.)CN109836339; (2019); A;,
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. 141738-80-9, name is 3-Chloro-4-iodobenzotrifluoride, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 141738-80-9

General procedure: In a 4 mL screw-cap vial, 0.5 mmol of corresponding iodoarenecompound, 1.5 equiv of phenylacetylene or propargyl alcohol,0.005 equiv PdCl2(PPh3)2, and 0.8 mL of ionic liquid weremixed and stirred at 55 C for 3 h. After cooling, the mixturewas partitioned between 5 mL of water and 5 mL of pentane.After separation, the aqueous phase was extracted subsequentlywith 2 × 5 mL of pentane. The combined organic phase waswashed with brine, dried over MgSO4, filtered, and the solventwas evaporated under reduced pressure (ca. 10 mmHg). Theoily residue was purified by chromatography on silica gel(Merck Silicagel 60 (0.063-0.200 mm) for column chromatography(70-230 mesh ASTM)) eluted with n-pentane/EtOAc.The purity of the isolated products was >98%. The detailed experimentalprocedure as well as the characterization of isolatedcompounds are provided in Supporting Information File 1.

According to the analysis of related databases, 141738-80-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Orha, Laszlo; Tukacs, Jozsef M.; Kollar, Laszlo; Mika, Laszlo T.; Beilstein Journal of Organic Chemistry; vol. 15; (2019); p. 2907 – 2913;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 13101-40-1, 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 13101-40-1 as follows.

Nitrogen was passed into the three-necked flask equipped with mechanical stirring, thermometer and condenser,Add 100.0 mL of toluene, compound 5b-4 (20 mmol),Starting material 3-chloro-5-bromoiodobenzene (ie compound 5b-5, 21 mmol),Potassium carbonate (40 mmol), 20 mL ethanol, 20 mL water. Start stirring,The temperature was raised to 50 C, and tetrakistriphenylphosphine palladium (0.2 mmol) was quickly added.Continue heating to reflux state for 6h, pour into 100mL water with stirring,After standing, the liquid was separated, and the aqueous phase was extracted with 50 mL of toluene, and the organic phases were combined.Dry with 10g of anhydrous sodium sulfate, filter, and concentrate the filtrate (70 , -0.09MPa),Concentrate to distill off without solvent, add 50ml n-heptane,Filtration gave compound 5b-6 (17 mmol) in 85% yield.

According to the analysis of related databases, 13101-40-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shanxi Laite Optoelectric Materials Co., Ltd.; Wang Jinping; Xue Zhen; Chen Zhiwei; (47 pag.)CN110981860; (2020); 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. 141738-80-9, name is 3-Chloro-4-iodobenzotrifluoride, A new synthetic method of this compound is introduced below., SDS of cas: 141738-80-9

A. (2-Chloro-4-trifluoromethylphenyl)-acetic Acid A solution of LiHMDS in toluene was prepared by the addition of n-BuLi (357 mL of a 1.6 M solution in hexanes, 571 mmol) to a cold (-78 C.) solution of HMDS (120.5 mL, 571 mmol) in toluene (700 mL). After 30 min, the reaction mixture was allowed to warm up to 10 C. over 1 h. The solution was then transferred via a cannula to a flame-dried, three-neck flask under N2 containing Pd2 dba3 (4.18 g, 4.57 mmol) and (2′-dicyclohexylphosphanylbiphenyl-2-yl)-dimethylamine (3.77 g, 9.59 mmol). The mixture was stirred for 15 min at 15 C., cooled to -10 C. and t-butylacetate (70.5 mL, 525.4 mmol) was added dropwise. After 10 min, 3-chloro-4-iodobenzotrifluoride (70 g, 228.4 mmol) was added and the reaction mixture was warmed up to 28 C. After stirring at this temperature for 1.5 h, the mixture was filtered through silica gel, using toluene as eluent, and the solvent was removed in vacuo. The residue was purified using flash chromatography (silica gel, 98:2 hexanes:EtOAc) to yield (2-chloro-4-trifluoromethylphenyl)-acetic acid tert-butyl ester as a solid.

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; Renaud, Johanne; Missbach, Martin; McKie, Jeffrey A.; Bhagwat, Shripad S.; US2004/92572; (2004); 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 1252046-13-1 as follows. COA of Formula: C7H3BrIN

Add bromo-(2-ethoxy-2-oxo-ethyl)zinc (2.97 g, 12.7 mmol) (prepared according to Example 9A) to a mixture of 2-bromo-5-iodo-benzonitrile (2.60 g, 8.44 mmol), bis(dibenzylideneacetone)palladium (0.121 g, 0.211 mmol) and 4,5-bis(diphenylphosphino )5 9,9-dimethylxanthene (0.122 g, 0.211 mmol) in THF (20 mL), then the reaction mixture is stirred at 65 C for 1 h under nitrogen. The reaction mixture is quenched with water (10 mL). The result mixture is extracted with EtOAc (10 mL x 3). The combined organic phases are washed with water (1 0 mL ), concentrated to afford a black residue, which is purified by column chromatography on silica gel eluting with PE:EtOAc (20: 1) to afford the title 10 compound (1.00 g, 42.0% Yield) as a yellow solid. 1H NMR (400MHz, CD3Cl) 8 = 7.65 (d, J = 8.4 Hz, 1H), 7.60 (d, J = 2.0 Hz, 1H), 7.39 (dd, J = 2.0, 8.4 Hz, 1H), 4.18 (q, J = 7.2 Hz, 2H), 3.61 (s, 2H), 1.28 (t, J = 7.2 Hz, 3H)

According to the analysis of related databases, 1252046-13-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ELI LILLY AND COMPANY; LILLY CHINA RESEARCH AND DEVELOPMENT CO., LTD.; MA, Tianwei; WU, Liang; ZHANG, Xuejun; (109 pag.)WO2019/41340; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 1483-73-4, 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. 1483-73-4 name is Diphenyliodonium bromide, 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.

EXAMPLE 34 Preparation of trans-3-phenyl-4-(4-phenoxyphenyl)-2-piperidone 34 6.2 g (0.023 mol) of trans-4-(4-hydroxyphenyl)-3-phenyl-2-piperidone 27, 8.6 g (0.023 mol) of diphenyliodonium bromide and a solution of 0.94 g of sodium hydroxide in 170 cm3 of double-distilled water are brought to reflux with stirring for 24 hours. The mixture is cooled and extracted with methylene chloride. The organic phase is washed successively with 5% strength sodium hydroxide solution and with water to neutrality, and dried over anhydrous sodium sulfate. After filtration and evaporation, 6 g of a solid are obtained and this is recrystallized in methanol. 5.3 g (66%) of pure 34 are obtained, m.p. 157-159 C. Analysis: C23 H21 NO2: IR(KBr): nuN–H at 3,200 cm-1, moderate, nuC=O at 1,660 cm-1, strong, nuC–O–C at 1,240 cm-1, strong.

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

Reference:
Patent; Laboratoires Hoechst S.A.; US4785007; (1988); 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. 845866-78-6, name is 1-Bromo-3-iodo-5-(trifluoromethoxy)benzene, A new synthetic method of this compound is introduced below., COA of Formula: C7H3BrF3IO

Example A51 a) Preparation of intermediate Chloro-difluoro-acetic acid methyl ester (1.38 mL, 13.082 mmol) was added to a stirred mixture of l-bromo-3-iodo-5-trifluoromethoxybenzene (2 g, 5.451 mmol), potassium fluoride (380 mg, 6.541 mmol) and copper iodide (1.38 g, 6.541 mmol) in DMF (20 mL) in a sealed tube and under N2 atmosphere. The mixture was stirred at 120 C for 18 h, then it was diluted with water and extracted with Et20. The organic layer was separated, dried over MgSC^, filtered and the solvents evaporated in vacuo. The crude product was purified by flash column chromatography (silica; pentane). The desired fractions were collected and concentrated in vacuo (200 mbar) to yield a colourless oil (1.41 g, 83%, volatile compound).

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; JANSSEN PHARMACEUTICALS, INC.; ROMBOUTS, Frederik, Jan, Rita; TRABANCO-SUAREZ, Andres, Avelino; GIJSEN, Henricus, Jacobus, Maria; MACDONALD, Gregor, James; BISCHOFF, Francois Paul; ALONSO-de DIEGO, Sergio-Alvar; VELTER, Adriana, Ingrid; VAN ROOSBROECK, Yves, Emiel, Maria; WO2013/171712; (2013); 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. 1032231-24-5, name is 2-Bromo-5-iodobenzaldehyde, This compound has unique chemical properties. The synthetic route is as follows., Safety of 2-Bromo-5-iodobenzaldehyde

Step 2: (2-bromo-5-iodophenyl)methanolTo a solution of 2-bromo-5-iodobenzaldehyde (12.4 g, 40 mmol) in MeOH (50 mL) was added NaBH4 (3 g, 80 mmol) at 0 C. After the addition, the reaction solution was stirred at rt for 30 minutes. The reaction solution was diluted with water (20 mL) and EtOAc (60 mL). The organic layer was separated and dried over anhydrous Na2S04. After removal of solvent, the residue was purified with column chromatography to afford (2-bromo-5- iodophenyl)methanol (3.5 g, 1 1 .2 mmol, 28 % yield) as a white solid.

According to the analysis of related databases, 1032231-24-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXO GROUP LIMITED; JOHNS, Brian Alvin; SHOTWELL, John Brad; HAIGH, David; WO2012/67663; (2012); 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. 203626-41-9, name is 1-Chloro-2-iodo-3-(trifluoromethyl)benzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Formula: C7H3ClF3I

Reference Production Example 31; To 9 ml of 1,4-dioxane was added 1.5 g of 2-iodo-3-chlorobenzo trifluoride, 1. 62 g of potassium carbonate, 0.17 g of tetrakis(triphenylphosphinepalladium) and 0.72 g of 4-pyridineboronic acid, and the mixture was stirred at 90C for 4 hours and at 120C for 10 hours. Thereafter, the resultant reaction mixture was poured into a saturated ammonium chloride aqueous solution, and the mixture was extracted with ethyl acetate three times. The organic layers obtained by extraction were combined and washed with saturated saline, dried over anhydrous magnesium sulfate, then, concentrated. The resultant residue was subjected to silica gel column chromatography to obtain 0.5 g of 4-(2-chloro-6-trifluoromethylphenyl)pyridine. [Show Image] 1H-NMR:7.18(d 2H),7.49(t,1H),7.69-7.73(m,2H),8.71(d,2H)

The synthetic route of 203626-41-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sumitomo Chemical Company, Limited; EP2332936; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 180624-10-6, 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. 180624-10-6, name is Methyl 4-amino-3-iodo-5-methoxybenzoate belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

[1423] To a stirring mixture of 642-1 (540 mg, 1 .76 mmol) in DMF (5 mL, deoxygenated prior to use) were added Pd(OAc)? (1 19 mg, 0.1 7 mmol), PPh3 (102 mg. 0.387 mmol), TEA (0.3 mL, 2.1 1 mmol) and ethyl acrylate (0.42 mL, 3.87 mmol). The mixture was stirred at 85 C overnight. The mixture was diluted with EtOAc and washed with brine. The layers were separated, and the aqueous layer was extracted with EtOAc. The organic layers were dried over Na2SC>4, filtered and concentrated under reduced pressure. The crude product was purified via a silica gel chromatography to afford 642-2 as a yellow solid (410 mg, 83%). LCMS: m/z 280.05 [M+H]+.

The synthetic route of Methyl 4-amino-3-iodo-5-methoxybenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ALIOS BIOPHARMA, INC.; WANG, Guangyi; BEIGELMAN, Leonid; TRUONG, Anh; NAPOLITANO, Carmela; ANDREOTTI, Daniele; HE, Haiying; STEIN, Karin, Ann; WO2015/26792; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com