Month: February 2021

Reference of 104-52-9, 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. 104-52-9, name is 3-Phenylpropyl Chloride belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 2 Preparation of N-methyl 3-(o-methoxyphenoxy)-3-phenylpropylamine hydrochloride. A reaction mixture consisting of 1000 g. of 3-chloropropylbenzene, 1500 g. of N-bromosuccinimide, 5 g. of benzoyl peroxide and 6 l. of carbon tetrachloride were placed in a 12 l. 3-neck, round-bottom flask equipped with stirrer and condenser. The reaction mixture was stirred and heated until an exothermic reaction began. The heat source was then removed, and the refluxing of reaction mixture controlled by external cooling. After the reaction had been completed as noted by the disappearance of the N-bromosuccinimide, the reaction mixture was cooled and crystalline succinimide collected by filtration. The succinimide filter cake was washed with carbon tetrachloride. The combined filtrate and wash was concentrated in vacuo. The residue comprising 3-chloro-1-bromopropylbenzene obtained in the above reaction was shown by a NMR to be the desired material and was used without further purification.

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, 3-Phenylpropyl Chloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Eli Lilly and Company; US4018895; (1977); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 2613-34-5, 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. 2613-34-5, name is 3-Chloro-2,4-difluoroaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 3-chloro-2,4-difluoroaniline (1 g, 6.1 mmol) in DMF (20 mL) was added NIS (1.7 g, 7 mmol) at RT. The mixture was stirred at RT for 3 h. The reaction mixture was diluted with water (20 mL) and extracted with EA (10 mL x 3). The combined organic phases were dried over Na2S04, filtered and concentrated. The crude product was purified by silica gel chromatography (PE/EA=lO: l) to give 3-chloro-2,4-difluoro-6-iodoaniline (1.1 g, 62% yield) as a yellow oil. 1H NMR (CDC13, 400 MHz): d 7.09-7.09 (m, 1H).

The synthetic route of 3-Chloro-2,4-difluoroaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PADFORWARD LLC; KANOUNI, Toufike; (109 pag.)WO2019/152883; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 1871-57-4, A common heterocyclic compound, 1871-57-4, name is 3-Chloro-2-chloromethyl-1-propene, molecular formula is C4H6Cl2, 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.

Sodium hydride (60% in mineral oil) (0.92 g, 23.05 mmol) was dissolved in DMF (20 mL) at 0 C and 3-chloro-2-(chloromethyl)prop-1-ene (0.81 mL, 7.68 mmol) was added in portions. Separately, tert-butyl N-[2-(tert-butoxycarbonylamino)ethyl]carbamate (2.00 g, 7.68 mmol) was dissolved in THF (20 mL) and added. The reaction mixture was stirred at 20 C for 3 h. The volatiles were removed under reduced pressure. The reaction was diluted with water (50 mL) and then extracted with EtOAc (3 x 80 mL). The organic extracts were combined passed through a phase separation cartridge and the volatiles were removed under reduced pressure. The crude product was dissolved in DCM and purified via silica gel chromatography eluting with 0-50% EtOAc in heptane to afford di-tert-butyl 6-methylene-1,4-diazepane-1,4-dicarboxylate 28 (1.01 g, 42%) as a white solid. 1H NMR (400 MHz, CDCl3) 1.39-1.5 (m, 18H), 3.39-3.56 (m, 4H), 3.80 – 4.06 (m, 4H), 4.86 – 5.13 (m, 2H); 13C NMR (400 MHz, DMSO, 100 C) 28.58, 48.49, 52.21, 79.50, 111.89, 144.82, 154.74; HRMS [M+H]+ measured 335.1940, C16H28N2O4 requires 335.1947.

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; Watson, David W.; Gill, Matthew; Kemmitt, Paul; Lamont, Scott G.; Popescu, Mihai V.; Simpson, Iain; Tetrahedron Letters; vol. 59; 51; (2018); p. 4479 – 4482;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 20850-43-5, name is 5-(Chloromethyl)benzo[d][1,3]dioxole, molecular formula is C8H7ClO2, 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. category: chlorides-buliding-blocks

Step 2. Synthesis of 3-(benzo[d][1 ,3]dioxol-5-ylmethyl)-5-(3-nitrobenzylidene)imidazo- lidine-2,4-dione; DBU (3.82 mmol, 0.961 g) is added into solution of 5-(3-nitrobenzylidene)imidazolidine-2,4- dione (3.19 mmol, 0.743 g) at O’O and the solution left to warm to room temperature. 5- (Chloromethyl)benzo[d][1 ,3]dioxole (6.37 mmol, 2.174 g, 50% soln in CH2CI2) is added and the reaction mixture stirred for 3 hours. Subsequently 0.5 M HCL solution is added and extracted with ethylacetate (2 x 50 ml_) dried over MgSO4 and the solvent removed under reduced pressure. The obtained product is recrystallized from diisopropylether to afford 0.13 (1 1%) of 3-(benzo[d][1 ,3]dioxol-5-ylmethyl)-5-(3-nitrobenzylidene)imidazo-lidine-2,4-dione.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 20850-43-5, its application will become more common.

Reference:
Patent; LEK PHARMACEUTICAL D.D.; WO2008/43733; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 63624-28-2, 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 63624-28-2 as follows.

0.5 g of 60% sodium hydride in oil is added to a mixture of 3.6 g of 5-chloro-1H-indole-2,3-dione in 20 ml of DMF, and the mixture is stirred for 30 minutes at 20 C. 4.8 g of 2,4-dimethoxybenzenesulphonyl chloride are then added and the mixture is stirred at 20 C. for 1 hour. The resulting mixture is concentrated under vacuum (1.3 Pa), the residue is extracted with EtOAc, the organic phase is washed with water and dried over Na2SO4, and the solvent is evaporated off under vacuum. The residue is triturated in iso ether and the precipitate formed is filtered off by suction. 2.9 g of the expected product are obtained after crystallization from hot EtOAc, m.p.=194.5 C.

According to the analysis of related databases, 63624-28-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Di Malta, Alain; Garcia, Georges; Roux, Richard; Schoentjes, Bruno; Serradeil-Le Gal, Claudine; Tonnerre, Bernard; Wagnon, Jean; US2004/180878; (2004); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 13918-92-8, 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 13918-92-8 as follows.

To a solution of 5-bromo-2-methoxypyridin-3-amine (10.15 g, 50 mmol) in pyridine (50 mL) was added 2,4-difluorobenzene-1-sulfonyl chloride (11.68 g, 60 mol) slowly at 0 C. The mixture was stirred at rt for 19 hours and concentrated in vacuo. The residue was dissolved in MeOH (100 mL) and NaOH (2.50 g, 60 mmol). The resulted mixture was stirred at rt for 12 hours and concentrated in vacuo. The residue was dissolved in H2O (50 mL) and the resulted mixture was extracted with DCM (100 mL¡Á3). The combined organic phases were washed with brine (100 mL¡Á3), dried over anhydrous Na2SO4, and concentrated in vacuo to give the title compound as a brown solid (16.90 g, 89.1%). [0304] MS (ESI, pos. ion) m/z: 379.0 [M+H]+.

According to the analysis of related databases, 13918-92-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; CALITOR SCIENCES, LLC; Xi, Ning; US2014/234254; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 1020198-58-6, name is 2-Bromo-1-chloro-3,5-difluorobenzene, belongs to chlorides-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 1020198-58-6, Formula: C6H2BrClF2

A mixture of 2-bromo-1-chloro-3,5-difluorobenzene (800 mg), bis(pinacolato)diborone (1.1 g), bis(triphenylphosphine)palladium chloride (123 mg), triphenylphosphine (92 mg), potassium acetate (1.0 g), and 1,4-dioxane (24 mL) was heated under stirring in an oil bath at 100 C. for 18 hours. The reaction mixture was returned to room temperature, the insoluble materials were separated by filtration, and the filtrate was concentrated under reduced pressure. The resulting residue was purified under silica gel column chromatography (hexane/ethyl acetate) to obtain 2-(2-chloro-4,6-difluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (242 mg).

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; Kinoyama, Isao; Miyazaki, Takehiro; Koganemaru, Yohei; Washio, Takuya; Hamaguchi, Wataru; US2012/142727; (2012); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 2729-34-2, name is 3,5-Dichloro-4-fluoroaniline, belongs to chlorides-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 2729-34-2, Product Details of 2729-34-2

3,5-dichloro-4-fluoroaniline (1534 mg, 8.5 mmol) dissolved in toluene (10 mL) was added to 4-chlorosulfonyl-1-methyl-pyrrole-2-carbonyl chloride (2063 mg, 8.52 mmol) in toluene (115mL) at reflux and refluxed 2 hours. The reaction mixture was filtered while still hot and thefiltrate was concentrated , yielding crude 5- [(3,5 -dichloro-4-fluorophenyl)carbamoyl] -1-methyl-pyrrole-3-sulfonyl chloride as a crude beige powder which was used as such.?H NMR (400MHz, acetonitrile-d3) oe ppm 3.96 (s, 3 H), 7.39 (d, J=2.0 Hz, 1 H), 7.71 – 7.77 (m, 3 H), 8.78 (br.s., 1 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3,5-Dichloro-4-fluoroaniline, and friends who are interested can also refer to it.

Reference:
Patent; JANSSEN R&D IRELAND; VANDYCK, Koen; HACHE, Geerwin, Yvonne, Paul; LAST, Stefaan, Julien; MC GOWAN, David, Craig; ROMBOUTS, Geert; VERSCHUEREN, Wim, Gaston; RABOISSON, Pierre, Jean-Marie, Bernard; WO2014/184350; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 33786-89-9, name is 5-Chloro-m-phenylenediamine, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C6H7ClN2

General procedure: A solution of di-tert-butyl-dicarbonate (6.484g, 29.7 mmol) in dry THF (35 mL) was added over a period of 30 min to asolution of 5-isopropylbenzene-1,3-diamine (4.462 g, 29.7 mmol) in dry THF (35mL). The mixture was allowed to stir for 22 h, and the solvent was removedusing a rotary evaporator. The residue was purified by flash columnchromatography on silica gel to give compound 11n as a dark red solid(4.135 g, 56 %).

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 33786-89-9.

Reference:
Article; Yu, Lei; Huang, Minhao; Xu, Tianfeng; Tong, Linjiang; Yan, Xiao-e; Zhang, Zhang; Xu, Yong; Yun, Caihong; Xie, Hua; Ding, Ke; Lu, Xiaoyun; European Journal of Medicinal Chemistry; vol. 126; (2017); p. 1107 – 1117;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 1005-56-7, name is O-Phenyl carbonochloridothioate, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of O-Phenyl carbonochloridothioate

The pyridine (2.01 mL, 25.03 mmol) andphenyl chlorothionoformate(5.18 mL, 37.52 mmol) were added in the compound 3 (5.0 g, 12.50 mmol) in 50 mL CH2Cl2. The mixture was stirred at room temperature for 3 h. The solution was washed with brine and dried by anhydrous MgSO4. After concentration, the residue was purified by flash chromatography on silica gel (hexane/EtOAc, 4/1) to give thiocarbonate compound (4) (5.23 g, 78)

According to the analysis of related databases, 1005-56-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; WENG, Ching-Feng; CHEN, Chin-piao; SHIVAJI, Sulake Rohidas; HUANG, Zi-Ling; (74 pag.)WO2016/37566; (2016); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics