Category: 112-26-5

Synthetic Route of 112-26-5, A common heterocyclic compound, 112-26-5, name is 1,2-Bis(2-chloroethoxy)ethane, molecular formula is C6H12Cl2O2, 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.

A mixture of 3.2 g (10.1 mmol) of sodium 2-(diphenylphosphoryl) phenolate [10] and 0.93 g (5.0 mmol) of 1,8-dichloro-3,6-dioxaoctane in 7 mL of anhydrous dioxane was placed into the laboratory system with focused microwave heating in hermetically closed glass vial. The mixture was heated at 150C (50 W) for 0.6 h. After cooling, the reaction mixture was poured into 50 mL of water, acidified with conc. HCl to pH 1, and extracted with CHCl3 (3 ¡Á 30 mL). The extract was washed with dilute HCl (2 ¡Á 30 mL), and water (3 ¡Á 35 mL), and evaporated ina vacuum. To the residue 20 mL of diethyl ether was added, and the precipitate was filtered off. The filtrate was chromatographed.

The synthetic route of 112-26-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Baulin; Ivanova; Polyakova; Pyatova; Krivorot’ko; Tsivadze; Russian Journal of General Chemistry; vol. 85; 4; (2015); p. 899 – 905; Zh. Obshch. Khim.; vol. 85; 4; (2015); p. 899 – 905,7;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 112-26-5, 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. 112-26-5, name is 1,2-Bis(2-chloroethoxy)ethane belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step 2: Preparation of 1N, 1N’-[(3,6-dioxa)-1,8-octyl]-diimidazole 9 Sodiumethoxide and the compound 8 (18.71 g, 0.10 mol) obtained in Step 1 were added to a solution where imidazole (13.62 g, 0.20 mol) is melted in 100 of ethanol. Then, the resultant complex was stirred and heated to reflux till white solids precipitated for six hours. After cooling the complex at room temperature, the solids were filtered and the filtrate was concentrated under reduced pressure and purified by silica gel column chromatography (dichloromethane/methanol=50/50 volume %), thus obtaining a target compound 9 of colorless liquid (22.50 g, 0.089 mmol, 89%). 1H NMR (CDCl3): 3.54-3.56(m, 4H), 3.66(t, 4H, 4.5 Hz), 3.91(t, 4H), 7.98(d, 4H, 1.8 Hz), 9.40(s, 2H, 1.8 Hz)

The synthetic route of 1,2-Bis(2-chloroethoxy)ethane has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Park, Sang Hyun; Jang, Seung Ho; Gwon, Hui Jeong; Byun, Myung Woo; US2007/173640; (2007); 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. 112-26-5, name is 1,2-Bis(2-chloroethoxy)ethane, A new synthetic method of this compound is introduced below., name: 1,2-Bis(2-chloroethoxy)ethane

Under nitrogen, to the mixture of (22.02 g, 199.98 mmol) in 220 mL of n- butanol, was added 46 mL of aqueous solution of LiOH H2O (18.46 g, 439.94 mmol). The mixture was heated to 95 C, followed by addition of l-chloro-2-[2-(2-chloro-ethoxy)-ethoxy] -ethane (37.43 g, 200.09 mmol) in 240 mL of n-butanol. The reaction was heated overnight, then filtrated. 1 M of aqueous hydrochloric acid was added to adjust pH to 8. After removal of most n-butanol under reduced pressure, the residue was extracted with dichloromethane 250 mL x 2. The combined organic layer was washed with brine and dried over anhydrous MgSCH. The crude product was purified by column chromatography on silica gel, giving 6.5 g of 6,7,9,10,12,13-Hexahydro- 5,8,11,14-tetraoxa-benzocyclododecene as yellow oil, 14.4% yield.

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; ZHIHONG, Chen; (142 pag.)WO2019/46163; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 112-26-5, The chemical industry reduces the impact on the environment during synthesis 112-26-5, name is 1,2-Bis(2-chloroethoxy)ethane, I believe this compound will play a more active role in future production and life.

NaI (46.2 mg, 0.308 mmol), 1,2-bis(2-chloroethoxy)ethane (48 muL, 0.308 mmol) and Cs2CO3 (100 mg, 0.308 mmol) were mixed in DMF (1.0 mL) at rt. The mixture was protected from light, and heated to 100 C for 15 min, after which time, 7-hydroxy-2H-chromen-2-one (50 mg, 0.308 mmol) was added. The reaction was heated for 75 min more, then cooled to rt. The mixture was quenched with 1 N HCl, and extracted with EtOAc (3 x 4 mL). The combined organic layers were evaporated to dryness. The crude material was purified by flash column chromatography (silica gel, solvent gradient 0-50% EtOAc in heptane) to give 32% yield of intermediate chloride SI-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, 1,2-Bis(2-chloroethoxy)ethane, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Ross, Audrey G.; Benton, Bret M.; Chin, Donovan; De Pascale, Gianfranco; Fuller, John; Leeds, Jennifer A.; Reck, Folkert; Richie, Daryl L.; Vo, Jason; LaMarche, Matthew J.; Bioorganic and Medicinal Chemistry Letters; vol. 25; 17; (2015); p. 3468 – 3475;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 112-26-5, A common heterocyclic compound, 112-26-5, name is 1,2-Bis(2-chloroethoxy)ethane, molecular formula is C6H12Cl2O2, 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.

2-(3-Hydroxy-4-nitrophenyl)benzothiazole (5) (0.35 g, 1.2 mmol), K2CO3 (0.25 g, 1.76 mmol), 1,8-dichloro-3,6-dioxaoctane (0.1 mL, 0.66 mmol) in 5 mL of DMF were heated at 115 C for 22 h. After cooling the reaction mixture was diluted with water and extracted with methylene chloride. The extract was dried with MgSO4 and evaporated under reduced pressure. Product was isolated by column chromatography using a mixture of methylene chloride-acetone (50:1) as an eluent. Pure product, beige-yellow solid, 0.28 g (71%) was obtained by crystallization from mixture methylene chloride-hexane, mp 110-112 C. TLC (methylene chloride-acetone, 50:1) Rf=0.22. 1H NMR (CDCl3), delta [ppm]: 3.82 (4H, s); 3.98 (4H, t, J=4.9 Hz); 4.44 (4H, t, J=4.9 Hz); 7.43 (2H, t, J=7.3 Hz); 7.55 (2H, t, J=7.3 Hz); 7.64 (2H, dd, J=8.3 and 1.5 Hz); 7.91-7.97 (6H, m); 8.12 (2H, d, J=8.3 Hz). IR (film): 2923; 2877; 1598; 1599; 1520; 1126; 1041; 926; 759 cm-1. HRMS (EI): [M]+=658.11620 calculated for C32H26N4O8S2 658.11921.

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; Wagner-Wysiecka, Ewa; Rzymowski, Tomasz; Fonari, Marina S.; Kulmaczewski, Rafa?; Luboch, Elbieta; Tetrahedron; vol. 67; 10; (2011); p. 1862 – 1872;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

112-26-5, 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. 112-26-5 name is 1,2-Bis(2-chloroethoxy)ethane, 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.

A 50 mL round-bottomed flask was sequentially charged with 8 mmol of N-(4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)phenyl)-4-(piperazin-1-yl). Base) benzamide compound 1, 30 mmol 1,2-bis(2-chloroethoxy)ethane, 10 mmol anhydrous potassium carbonate, and 20 mL N,N-dimethylformamide (DMF). The reaction was stirred overnight at 60 degrees Celsius, extracted with ethyl acetate and dried over anhydrous sodium sulfate.The solvent was removed on a rotary evaporator and the residue was chromatographed on a silica gel column to give the product 4-((4-(2-(2-(2-chloroethoxy)ethoxy)ethyl)piperazin-1-yl)methyl. (amino)-N-(4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)phenyl)benzamide compound m (yield: 72%)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,2-Bis(2-chloroethoxy)ethane, and friends who are interested can also refer to it.

Reference:
Patent; Hefei Zhong Popular Science Ruisheng Bio-pharmaceutical Technology Co., Ltd.; Liu Qingsong; Liu Jing; Wang Qiang; Liu Feiyang; Wang Beilei; Wang Aoli; Wang Wenchao; Hu Chen; Chen Cheng; Zhao Zheng; Wu Hong; Wang Li; (52 pag.)CN104844566; (2018); B;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 112-26-5 name is 1,2-Bis(2-chloroethoxy)ethane, 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. 112-26-5

8-(9-chloro-1,4,7-trioxanon-1-yl) quinoline 8-hydroxyquinolinoe (1 g, 6.89 mmol) and potassium carbonate (1.43 g, 10.33 mmol) was stirred at room temperature in CH3CN for 2 h. The solution of 1,2 bis(2-chloroethoxy)ethane (2.58 g, 13.79 mmol) was added and the mixture was refluxed for 48 h. The solid residue was removed by filtration over filter paper. Then the filtrate was evaporated to dryness under rotary evaporator to yield brown oil. This was further purified by column chromatography through silica gel (EA/heaxane, 1:2) to give 8-(9-chloro-1,4,7-trioxanon-1-yl) quinoline as pale straw coloured oil (0.82 g, 40% yield). 1H NMR (500 MHz, CDCl3, 298 K): delta=8.89 (dd, J (H,H)=4 Hz, 1H, qu-CH), 8.10 (dd, J (H,H)=6 Hz, 1H, qu-CH), 7.39 (m, 3H, qu-CH), 7.07 (d, 1H, J (H,H)=8 Hz, qu-CH), 4.38 (t, 3J (H,H)=5 Hz, 2H, CH2), 4.05 (t, 3J (H,H)=5 Hz, 2H, alpha-CH2), 3.74 (m, 6H, CH2), 3.59 (t, 3J (H,H)=5 Hz, 2H, CH2).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,2-Bis(2-chloroethoxy)ethane, and friends who are interested can also refer to it.

Reference:
Patent; National Dong Hwa University; LIN, Ivan Jyh Biau; HSU, Tina H. T.; CHOU, Shiu-Huey; (19 pag.)US2017/129907; (2017); 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. 112-26-5, name is 1,2-Bis(2-chloroethoxy)ethane, This compound has unique chemical properties. The synthetic route is as follows., 112-26-5

General procedure: A suspension of 4 (1.0g, 3.45mmol) and K2CO3 (0.47g, 3.45 mmol) in acetonitrile (20mL) was heated to 85oC. bis(2-chloroethyl) ether (0.49 g, 3.45 mmol) in acetonitrile (2.0 mL) was added dropwise over 3 h. The mixture was heated at 85oC for 36 h, cooled,and acetonitrile was removed in vacuum. The residue was acidified with dil. HCl (0.45M, 200 mL). The aqueous layer was extracted with chloroform (2¡Á20 mL). The chloroformlayer was dried over Na2SO4 and the solvent evaporated in vacuum to give an oily compound which was purified by column chromatography on silica gel using ethyl acetate: pet ether (2:8 v/v) (7)

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; Utekar, Druman R.; Samant, Shriniwas D.; Journal of the Korean Chemical Society; vol. 58; 2; (2014); p. 193 – 197;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

112-26-5, 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. 112-26-5 name is 1,2-Bis(2-chloroethoxy)ethane, 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.

3-Nitro-2-naphthol20 W. Woodcock and D.R. Clifford, J. Chem. Soc. (1957), pp. 4139-4141.20 (1.3 g, 6.6 mmol), 1,8-dichloro-3,6-dioxaoctane (0.5 mL, 3.3 mmol), and K2CO3 (1.4 g) in 2 mL of DMF was heated at 115 C for 4 h. After water addition, the reaction mixture was extracted threefold with chloroform. Pure oily product was obtained with the use of column chromatography. As an eluent, methylene chloride (at the beginning) and then a mixture of methylene chloride-acetone (5:1) was used. Yield 0.9 g (57%) of yellow oil. TLC (methylene chloride-acetone, 50:1) Rf=0.55. 1H NMR (CDCl3), delta [ppm]: 3.74 (4H, s); 3.93 (4H, t, J=4.7 Hz); 4.40 (4H, t, J=4.7 Hz); 7.52 (2H, t, J=7.1 Hz); 7.64 (2H, t, J=7.3 Hz); 7.66 (2H, s); 7.90 (2H, d, J=8.2 Hz); 8.01 (2H, d, J=8.2 Hz); 8.40 (2H, s). IR (film): 3060; 2928; 2876; 1632; 1603; 1529; 1447; 1359; 1258; 1229; 1185; 1126; 1071; 953; 900; 869; 752; 476 cm-1. HRMS (EI): [M]+=492.15288 calculated for C26H24N2O8 492.15327.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,2-Bis(2-chloroethoxy)ethane, and friends who are interested can also refer to it.

Reference:
Article; Wagner-Wysiecka, Ewa; Rzymowski, Tomasz; Fonari, Marina S.; Kulmaczewski, Rafa?; Luboch, Elbieta; Tetrahedron; vol. 67; 10; (2011); p. 1862 – 1872;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

112-26-5, 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. 112-26-5 name is 1,2-Bis(2-chloroethoxy)ethane, 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.

It includes the following steps: 1. Feeding To a 2L four-necked flask equipped with a stirrer, a thermometer, and a condenser, which is protected by nitrogen, add 225.3g of triethylene glycol (content 99.6%, 1.5mol), 750g of tetrahydrofuran, and 322g of homemade dichlorotriethylene glycol (content 95.82%) , 1.65mol), stir well and mix evenly. 2. Add potassium hydroxide The temperature was raised with an electric heating mantle, and the reflux started when the temperature reached 70C. 240g (3.96mol) of potassium hydroxide was added to the reaction solution in 12 portions, once every 1h, for a total of 12 additions. The potassium hydroxide is industrial grade with a purity of more than 90%. 3. Insulation reaction After the addition of potassium hydroxide is completed, continue to reflux for 1h. When the gas phase detection of dichlorotriethylene glycol content is less than 0.5%, the reaction can be considered as completed.If the dichlorotriethylene glycol content does not decrease during the gas phase tracking process, it is necessary to continue to add potassium hydroxide until the dichlorotriethylene glycol is consumed. 4. Distilled tetrahydrofuran and water After the heat preservation reaction is completed, the reaction liquid is cooled to below 50C, and the device is changed to a distillation device.Tetrahydrofuran is recovered by atmospheric distillation, and the temperature of the kettle is controlled at 100 at the end of one distillation. Distilled about 750g of tetrahydrofuran and water mixture, with about 3.5% water; Control the pressure of the distillation system to -0.03mpa, and raise the temperature to 100 for 0.5h, Stop the distillation and distill off about 13g of distillate; after the distillation is completed, lower the kettle temperature to below 40. 5. Add dichloromethane Add 600g of methylene chloride to the kettle liquid after distillation and continue to stir at low temperature for 10min; Filter with a Buchner funnel. After the first filtration, wash the filter cake with 300 g of methylene chloride.After washing and filtering, the potassium chloride is slightly yellow, and the salt mass is about 308g. 6. Distilled methylene chloride and water The washing liquid and the filtrate are mixed into a 2000ml four-necked flask. After stirring, 80% sulfuric acid is added dropwise, the system pH is adjusted to 7, and the acid amount is about 4-6g; Build a distillation device, transfer the neutral materials, distill methylene chloride at atmospheric pressure, stop the atmospheric distillation when the temperature of the distillation kettle is about 120C, weigh the distillate and collect it. At this time, the temperature of the system was 120C, the pressure was adjusted to -0.01mpa, and the remaining liquid was distilled under reduced pressure. At this time, the distillate is mainly water, and the vacuum is gradually increased until the pressure is -0.08mpa.The distillate does not flow out, and the temperature is raised to 130C for 0.5h and then cooled, and the distillation is stopped.Among them, about 750 g of distillate was distilled under normal pressure, and 31 g of distillate was distilled under reduced pressure. 7. Distilled crown ether Reduce the temperature of the material to below 60C, transfer to a 1L high vacuum distillation unit, and gradually pump the vacuum to a maximum of about 40pa with an Edward vacuum pump. When the kettle temperature is 150, the distillate begins to flow out. At 180-210C, the distillate flows out faster. The top temperature is stable at 168-172C. When the kettle temperature rises to 230C, the fraction hardly comes out, the top temperature starts to drop, and the distillation ends.Cool down, stop the vacuum pump after the material cools to below 100, and vent the system with nitrogen; 8. Purification of crude products (1) Add acetonitrile Weigh 250g of acetonitrile and transfer to a 1000ml four-necked flask. (2) Add crude crown ether dropwise Under the stirring state, 170g of the above distillate was added with a constant pressure dropping funnel, the dropping process was exothermic, the dropping was completed in about 0.5h, and a lot of turbidity appeared during the dropping process. (3) Heating up After the addition is completed, the temperature is increased by heating, and the temperature of the feed becomes clear after rising to 58C. (4) Cooling and crystallization Then the temperature was lowered. When the temperature dropped to 56, the feed liquid became cloudy. When the temperature continued to drop naturally to 40, the solution was placed in a cold bath at -10 (the temperature gradually decreased to -10) and the crystallization speed was 100 rpm. Stirring is stopped every 1h during the crystallization process, and after standing, the supernatant liquid is taken to detect the content of crown ether in the gas phase.Until the crown ether content no longer decreases to 0.3% stop stirring, about 4h, ready to filter. (5) Filtration and washing Filter with a Buchn…

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,2-Bis(2-chloroethoxy)ethane, and friends who are interested can also refer to it.

Reference:
Patent; Weifang Binhai Petrochemical Co., Ltd.; Zhang Junying; Chen Zhidong; Dou Rongtan; Sun Congming; Yang Wentao; Hao Jiuxiang; Zhou Chengwei; (7 pag.)CN111087382; (2020); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics