Author: Jessica.F

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. 95-49-8, name is 1-Chloro-2-methylbenzene, A new synthetic method of this compound is introduced below., name: 1-Chloro-2-methylbenzene

In a 250 mL four-necked flask was added 141 mL (150 g) o-chlorotoluene, adding 3.0 g Hbeta molecular sieve catalyst, stirring to disperse evenly; and then into the system by 50 mL / min sulfuric acid dry chlorine gas, at 35 C for 12 h to give dichlorotoluene. After the exhaust gas is condensed, the unreacted Cl2 is removed by the NaOH solution.

The synthetic route of 95-49-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nanjing Zhongteng Chemical Co., Ltd.; Zhong Hua; Lu Minshan; Chen Xiuzhen; Liu Qiaobao; Yin Hengbo; Wang Aili; (8 pag.)CN104876790; (2017); B;,
Chloride – Wikipedia,
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Related Products of 50638-46-5, The chemical industry reduces the impact on the environment during synthesis 50638-46-5, name is 4-Bromo-3-chloroanisole, I believe this compound will play a more active role in future production and life.

Step C: Preparation of a-(2-chloro-4-methoxyphenyl)- 1 -(2,6-difluorophenyl)- 1H- imidazole-5 -methanol; To a mixture of l-bromo-2-chloro-4-methoxybenzene (5.31 g, 24.0 mmol) in tetrahydrofuran (40 mL) cooled in an ice-water bath was added dropwise isopropylmagnesium chloride lithium chloride complex (1.3 M tetrahydrofuran, 18.4 mL, 24.0 mmol) over 15 minutes. The reaction mixture was allowed to warm to ambient temperature (about 20 C) and stirred for 16 h. After 16 h, the reaction mixture was cooled to 0 C and l-(2,6-difluorophenyl)-lH-imidazole-5-carboxaldehyde (i.e. the product of Step B) (2.50 g, 12.0 mmol) in tetrahydrofuran (10 mL) was added dropwise. The reaction mixture was stirred for about 15 minutes, and then saturated aqueous ammonium chloride solution (about 3 mL) was added. After about 5 minutes more saturated aqueous ammonium chloride solution (about 100 mL) was added and the resulting mixture was extracted with ethyl acetate (100 mL). The organic layer was washed with saturated aqueous sodium chloride solution, dried over magnesium sulfate, filtered and concentrated under reduced pressure to provide the title compound as a white solid (2.77 g).in NMR (CDCI3): delta 7.51 (s, 1H), 7.43 (m, 1H), 7.38 (d, 1H) 7.1-7.0 (m, 2H), 6.9 (m, 1H), 6.82 (m, 1H), 6.78 (m, 1H), 5.98 (m, 1H), 3.80 (s, 3H), 2.4 (m, 1H).

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, 4-Bromo-3-chloroanisole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; E. I. DU PONT DE NEMOURS AND COMPANY; LONG, Jeffrey, Keith; BEREZNAK, James, Francis; KAR, Moumita; TAGGI, Andrew, Edmund; CHEN, Yuzhong; WO2012/44650; (2012); 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. 20850-43-5, name is 5-(Chloromethyl)benzo[d][1,3]dioxole, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 5-(Chloromethyl)benzo[d][1,3]dioxole

To a slurry of magnesium turnings (1.09 g, 44.8 mmol) in 5 mL of THF was added iodine (0.0650 g, 0.256 mmol), followed by a solution of 5-(chloromethyl)benzo[d][l,3]dioxole. (6.55 g, 38.4 mmol) in 30 mL of THF. After 1 minute, the exothermic reaction mixture was placed in an ice bath for 1 minute and then stirred at ambient temperature for 1 hour. TMEDA (7.68 ml, 51.2 mmol) was added to the reaction and the mixture was cooled to -78 0C for 5 minutes at which point a solution of (E)-N-((S)-2,3-bis(tert- butyldimethylsilyloxy)propylidene)-2-methylpropane-2-sulfinamide (5400 mg, 12.8 mmol) in 25 mL THF was added via a syring pump over 15 minutes. The reaction was allowed to warm to RT over the course of 2 hours then stirerd at RT for an additional hour. The mixture was diluted with ethyl acetate (10O mL) and poured in saturated ammonium chloride (250 mL). The aqueous layer was extracted with ethyl acetate (2 x 250 mL) and the combined organic layers were washed with water and then brine and dried over Na2Stheta4. The organic colvents were filtered, concentrated under reduced pressure and the crude material was purified by silica gel to provide N-((2R,3 S)-I- (benzo[d][l,3]dioxol-5-yl)-3,4-bis(tert-butyldimethylsilyloxy)butan-2-yl)-2- methylpropane-2-sulfinamide (4.51 g, 63.1% yield) as a colorless oil.

According to the analysis of related databases, 20850-43-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AMGEN INC.; WO2008/147547; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 61881-19-4,Some common heterocyclic compound, 61881-19-4, name is 2,2,2-Trifluoro-N-phenylacetimidoyl chloride, molecular formula is C8H5ClF3N, 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: Add sodium acetate, trifluoroethylimidyl chloride (II), hydrazone (III), and 1 mL of organic solvent to the 35 mL Schlenk tube according to the raw material ratio in Table 1.Mix and stir well. After the reaction is completed according to the reaction conditions in Table 2, 2-4 hours,Add elemental iodine, continue the reaction for 1-2 hours, filter, and stir the sample in silica gel.After purification by column chromatography, the corresponding 5-trifluoromethyl-substituted 1,2,4-triazole compound (I) is obtained. The reaction process is shown by the following formula:

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,2,2-Trifluoro-N-phenylacetimidoyl chloride, its application will become more common.

Reference:
Patent; Zhejiang Sci-Tech University; Chen Zhengkai; Hu Sipei; Yang Zuguang; (10 pag.)CN110467579; (2019); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 1871-57-4, name is 3-Chloro-2-chloromethyl-1-propene, A new synthetic method of this compound is introduced below., Quality Control of 3-Chloro-2-chloromethyl-1-propene

Sodium hydride (60% in mineral oil) (0.99 g, 24.81 mmol) was dissolved in DMF (20 mL) at 0 C and 3-chloro-2-(chloromethyl)prop-1-ene (1.31 mL, 12.41 mmol) was added in portions. Separately N-boc-ethanolamine (1.92 mL, 12.41 mmol) was dissolved in THF (20 mL) and added dropwise. The reaction mixture was stirried at 20 C for 21 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 tert-butyl 6-methylene-1,4-oxazepane-4-carboxylate (1.25 g, 47%) as a clear oil. 1H NMR (400 MHz, CDCl3) 1.46 (s, 9H), 3.37 – 3.45 (m, 2H), 3.64 – 3.79 (m, 2H), 4.00 – 4.24 (m, 4H), 4.88 – 5.04 (m, 2H); 13C NMR (400 MHz, DMSO, 100 C) 28.58, 50.40, 51.72, 71.82, 74.29, 79.44, 112.06, 146.96, 154.80; HRMS [M+H]+ measured 236.1274, C11H19NO3 requires 236.1263.

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

Application of 4584-46-7, These common heterocyclic compound, 4584-46-7, name is 2-Chloro-N,N-dimethylethanamine hydrochloride, 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.

In a 250 mL three-necked flask, 20 g of 2-dimethylaminochloroethane hydrochloride (139 mmol) was added,150 mL of DMF-H2O mixed solution (v/v: 7:3),10 grams of sodium azide (154 mmol) and a catalytic amount of NaI.The reaction solution was heated to 80 C., incubated for 36 h, and cooled to room temperature.The reaction solution was neutralized with sodium carbonate, and then the pH of the reaction solution was adjusted to 11 with sodium hydroxide.Add 100 mL of ethyl acetate and extract three times with 180 mL of ethyl ether to combine the organic phase.Dry over anhydrous magnesium sulfate, filter, and evaporate the solvent ether under reduced pressure at room temperature.Add 100g to the above residual ethyl acetate solution1-Iodine-1H,1H,2H,2H-perfluorodecane (174 mmol), warmed to 75C, and reacted overnight to precipitate a yellow solid, the supernatant was removed, and the solid was washed three times with ethyl acetate in a vacuum. After drying for 2 days, a fluoromonomer modified by a click functional group was obtained.

The synthetic route of 4584-46-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guangzhou Keerbo New Materials Technology Co., Ltd.; Hu Jianqing; Peng Kaimei; Deng Jian; Guo Hongwei; (17 pag.)CN107573250; (2018); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 64628-73-5, name is 3-Chloro-4-(trifluoromethoxy)aniline, 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 64628-73-5, Recommanded Product: 64628-73-5

General procedure: To a solution of 6 (0.13 mmol, 1 eq) in THF (0.5 mL, 0.26M) in a 1-dram vial at room temperature aniline/heterocyclic amine (0.13 mmol, 1 eq) was added in one portion. The vial was sealed and the mixture heated to reflux for 16 hours to yield crude 7. For compounds 8, after cooling to room temperature, N,N-Diisopropylethylamine (0.143 mmol, 1.1 eq) and isobutyl chloroformate (0.143 mmol, 1.1 eq) were added and the reaction was stirred for 30 minutes at room temperature. For primary carboxamide congeners, ammonium hydroxide (1mL) was added and the reaction was stirred for an additional hour at room temperature. For substituted amide analogs, desired amine (0.26, 2 eq) was added instead of ammonium hydroxide and stirring was continued for an additional 2 hours. The reaction was then diluted with ether (1mL), the layers were separated and the aqueous layer was extracted with ether (3x2mL). The organic layers were passed through a phase separator and concentrated in vacuo, and then crude product was purified using preparative HPLC (30x50mm column, MeCN/0.1% TFA: Water, 4 min gradient) to yield desired compounds 8.

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:
Article; Fulton, Mark Gallant; Loch, Matthew Thomas; Cuoco, Caroline Anne; Rodriguez, Alice Lambert; Days, Emily; Vinson, Paige Newton; Kozek, Krystian Andrezej; Weaver, Charles David; Blobaum, Anna Louise; Conn, Peter Jeffrey; Niswender, Colleen Marie; Lindsley, Craig William; Letters in drug design and discovery; vol. 16; 12; (2019); p. 1387 – 1394;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 363-51-9, 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. 363-51-9, name is 2-Chloro-6-fluoroaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of triphosgene (408 mg, 1.37 mmol) in DCM (3 ml) was added 2-chloro-6-fluoro-aniline (200 mg, 1.37 mmol). The RM was cooled to 0 C and treated with triethylamine (402 mu, 2.89 mmol). The RM was stirred at rt for 1 h. The solvent was removed under reduced pressure to give the desired product as a white solid and it was used in the next step without further purification. MS ES+: 204.2 (in methanol).

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

Reference:
Patent; NODTHERA LIMITED; BOCK, Mark G.; WATT, Alan Paul; PORTER, Roderick Alan; HARRISON, David; (229 pag.)WO2019/25467; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 39989-43-0, name is 3,5-Dichlorobenzylamine, A new synthetic method of this compound is introduced below., Application In Synthesis of 3,5-Dichlorobenzylamine

iV-(3,5-Dichlorobenzyl)-5-fluoro-2-(methylsulfonyl)benzenamine:; A mixture of 2,4-difluoromethylsulfonylbenzene (5.0 mmol), 3,5-dichlorobenzylaniine (5.0 mmol), LambdazetaiV-diisopropylethylamine (10.0 mmol) and acetonitrile (25 mL) was heated at reflux for 18 h, cooled and concentrated in vacuo. The residue was dissolved in ethyl acetate; this solution was washed with water, dried over Na2SO4 and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel using 5 % ethyl acetate in hexanes as eluent to yield the title compounds as a yellowish solid (37 %). 1H NMR (400 MHz, CDCl3): delta 9.28 (br s, 1 H), 7.88 (m, 1 H), 7.34 (s, 1 H), 7.22 (s, 2 H)5 6.44 (m, 1 H)3 6.30 (dd, 1 H), 4.43 (d, 2 H).

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; PREDIX PHARMACEUTICALS HOLDINGS, INC.; WO2006/81332; (2006); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 3972-56-3, name is 1-tert-Butyl-4-chlorobenzene, 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. HPLC of Formula: C10H13Cl

The method for synthesizing the aphid butyl fluoride ester intermediate p-tert-butyl phenylacetonitrile comprises the following steps: 1) Under argon conditions,Ethyl acetonitrile,Potassium tert-butoxide,Mix the t-butanol,Warming up to 98 ¡ã C,The control pressure is 4.5 atmospheres.Within 30min1 mol of tert-butylchlorobenzene and DMSO solution were added in 3 batches,Then control the reaction temperature to 112 ¡ã C,The reaction pressure is 5 atmospheres.The reaction ended at 2.5h.Then add deionized water,Control reaction temperature is 142¡ãC, the reaction pressure is 8 atmospheres,Continue the reaction 5h end;The ratio of 4-tert-butylchlorobenzene to ethyl cyanoacetate is 1:1.35,The amount of ethyl cyanoacetate and potassium t-butoxide is 1:1.55,The ratio of ethyl cyanoacetate to tert-butanol is 1g: 10ml,The ratio of 4-tert-butylchlorobenzene to DMSO is 1g: 5ml.The ratio of potassium t-butoxide to deionized water is 1:11.2) The system removes the solvent by a rotary evaporator.Then transfer the residue to the water,Add toluene and stir,The layers were separated, and the organic phase was collected and dried over anhydrous sodium sulfate.Then the filtrate was collected by filtration.The filtrate was distilled under reduced pressure to collect a fraction of 78 to 79 ¡ã C (0.1 torr).The product was obtained in a molar yield of 97.7percent and an HPLC purity of 98.9percent.

The synthetic route of 1-tert-Butyl-4-chlorobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shandong Nong Pharmaceutical Xue Institute; Jinan Kehai Co., Ltd.; Yang Chaohui; Fu Hongxin; Wang Ling; (6 pag.)CN109053491; (2018); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics