Category: 80841-78-7

As a common heterocyclic compound, it belongs to Dioxole compound, name is 4-(Chloromethyl)-5-methyl-1,3-dioxol-2-one, and cas is 80841-78-7, its synthesis route is as follows.

To a solution of the compound of Formula IV (5.0 g) in toluene (40 mL), dimethylacetamide (10 mL) is added, followed by addition of sodium hydroxide (1.2 g) and N,N-diisopropylamine (3.7 g) at 25-35C. The mixture is stirred at 40- 45C for 4 hours. 5-Methyl-2-oxo-(1 ,3-dioxolene-4-yl)methyl chloride (1.5 g) and tetrabutylammonium bromide (0.5 g) are added at 40-450C. The mixture is stirred at 60-70C for 8 hours. The mass is cooled to 25-35C, water (50 mL) is added, and the pH is adjusted to about 6-7 by adding 10% aqueous HCI. The layers are separated. The aqueous layer is extracted with toluene (25 mL). The organic layers are combined and washed with water (25 mL). The solvent is distilled under reduced pressure. Methanol (25 mL) is added to the residue. The mixture is cooled to 0-50C and stirred at that temperature for 45 minutes. The formed solid is filtered, washed with methanol (10 mL) and dried for 45 minutes under vacuum (yield 3.0 g).

80841-78-7, 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.,80841-78-7 ,4-(Chloromethyl)-5-methyl-1,3-dioxol-2-one, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; DR. REDDY’S LABORATORIES LTD.; DR. REDDY’S LABORATORIES, INC.; KOLLA, Naveen Kumar; MANNE, Nagaraju; NAREDLA, Anitha; SHINDE, Sachin Gulabrao; WO2011/14611; (2011); A2;,
1,3-Benzodioxole – Wikipedia
Dioxole | C3H4O2 – PubChem

80841-78-7, 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. 4-(Chloromethyl)-5-methyl-1,3-dioxol-2-one, cas is 80841-78-7,the Dioxole compound, it is a common compound, a new synthetic route is introduced below.

Example 236.0 g (50.3 mmol) ethyl 4-(1-hydroxy-1-methylethyl)-2-propyl-1-{4-[2-(trityltetrazol-5-yl)-phenyl]phenyl}-methyl imidazole-5-carboxylate (Va) and 3.0 g (75.4 mmol) of NaOH were suspended in 413 ml dimethylacetamide. The suspension was then stirred at room temperature for 20 h and after that 6.9 g (50.3 mmol) of K2CO3, were added. The mixture was cooled to 0 C. and solution of 15.4 g (70.4 mmol) 4-chloromethyl-5-methyl-2-oxo-1,3-dioxolene in 39 ml of dimethylacetamide were slowly added. The mixture was slowly heated to 50 C. and stirred at this temperature for 2 h. After esterification was completed, the mixture was cooled to 10 C. and poured into a mixture of 625 ml of ethyl acetate and 625 ml of 10% NaCl, and stirred at 25 C. for 15 min. The phases were separated and organic phase was washed 2¡Á with 500 ml of 10% NaCl, dried over Na2SO4 and filtered. The filtrate was concentrated up to ? (approximately 270 g) at reduced pressure.To the resulting solution, 80 ml of ethanol and 8.3 ml (100 mmol) of conc. HCl were added and stirred at 24-26 C. for 3 h. To the cooled mixture 600 ml of water was added and pH of the suspension was estimated to 5 by addition of 5 M NaOH. The phases were stirred for 15 min and separated. Water phase was reextracted with 150 ml of ethyl acetate. Collected organic phases were dried over Na2SO4, filtered and concentrated under reduced pressure. 560 ml of ethyl acetate were added and the mixture was evaporated again. After that, 300 ml of ethyl acetate were added and the mixture was cooled to 20 C. and stirred for 1 h, filtered off and washed with 20 ml of fresh ethyl acetate. The yield of the product (I) was 21 g (75%).

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 4-(Chloromethyl)-5-methyl-1,3-dioxol-2-one, 80841-78-7

Reference£º
Patent; KRKA; US2009/131680; (2009); A1;,
1,3-Benzodioxole – Wikipedia
Dioxole | C3H4O2 – PubChem

Name is 4-(Chloromethyl)-5-methyl-1,3-dioxol-2-one, as a common heterocyclic compound, it belongs to Dioxole compound, and cas is 80841-78-7, its synthesis route is as follows.

Step B, go to the reaction solution of compound (II) obtained in Step A with stirring,Add 6.27kg of anhydrous sodium carbonate powder and 2.01kg of iodine, replace the air with nitrogen,The nitrogen pressure in the kettle is ?0.01Mpa, the control temperature is 50 ¡À 2 ,15.05 kg of compound (IV) was added dropwise at a constant pressure, and the addition was completed within 40 to 60 minutes.After the reaction was held for 1 hour, the reaction mixture was reduced to below 10 C.Extract with conventional solvents in an extraction kettle, wash with water, and separate the layers.The organic phase was distilled under reduced pressure to recover the solvent, crystallized, centrifuged,After drying, 54.88 kg of the crude compound (I) was obtained.Step C: Add 192.08 kg of ethyl acetate to the 500L refining kettle, start stirring,Add 54.88 kg of crude compound (I) obtained in step B, close the feed port,Keep the pressure ?0.01MPa after replacing air with nitrogen,The temperature was raised to 75 C and dissolved for 25 minutes until it was clear. The filtrate was filtered and the temperature was reduced to 2.5 C.Centrifuge, put the filter cake into the double cone dryer,Under reduced pressure, a small flow of nitrogen was passed in for replacement three times, and the drying temperature was controlled to 40-50 C.Vacuum degree ?-0.09MPa, after drying for 1 hour,Increase the drying temperature to 50 60 and continue drying for 3 hours.After cooling down, 53.60 kg of compound (1) was obtained, and the HPLC content was 99.87%.Compound (III) had a residual content of 0.06%.

80841-78-7, 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.,80841-78-7 ,4-(Chloromethyl)-5-methyl-1,3-dioxol-2-one, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; Shandong Xinhua Pharmaceutical Co., Ltd.; Zhu Lianbo; Wu Hui; Dou Guohua; (6 pag.)CN110590758; (2019); A;,
1,3-Benzodioxole – Wikipedia
Dioxole | C3H4O2 – PubChem

80841-78-7, 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. 4-(Chloromethyl)-5-methyl-1,3-dioxol-2-one, cas is 80841-78-7,the Dioxole compound, it is a common compound, a new synthetic route is introduced below.

Example 3; Preparation of olmesartan medoxomilTo dimethyl acetamide (800 ml) was added 4-(1-hydroxy-1-methylethyl)-2-propyl imidazol- 5-carboxylic acid ethyl ester (100 gms) and powdered potassium carbonate (200 gms). To this was charged 4-[2-(trityltetrazol-5-yl)phenyl]benzyl bromide (300 gms) at 45-50C. The contents were stirred for 8-10 hours at 45-50C. The insolubles were filtered. The contents were cooled to 5-100C. Potassium tertiary butoxide (100 gms) was charged at a temperature below 45C. The reaction was maintained at 40-450C for 3 hrs. To this was slowly added 5-methyl-2-oxo-1 ,3-dioxane-4-yl) methyl chloride at 40-450C over a period of 1 hour. The contents were heated to 60-650C and maintained for 4 hours. The reaction mass was then cooled to 30-350C and was neutralized with concentrated hydrochloride acid. The reaction mass was filtered to remove inorganics. The reaction mass was charcoalized using charcoal (10 gms) and was stirred for 30 minutes at 40-450C. The reaction mass was filtered over hyflo. The clear filtrate was acidified with hydrochloric acid (100 ml) slowly at 25-30C. The contents were stirred at 60C for 1 hour. The reaction mass was chilled to 0-5C and was filtered to remove tritanol. The reaction mass was concentrated under reduced pressure. The residue was quenched with water (500 ml), neutralized with base and extracted in dichloromethane (500 ml).The clear dichloromethane extract was then concentrated under reduced pressure, stripped off with acetone. The residue thus obtained was isolated from the acetone (250 ml) to give 55 gms of the title compound. Chromatogrphic purity- > 99%

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 4-(Chloromethyl)-5-methyl-1,3-dioxol-2-one, 80841-78-7

Reference£º
Patent; CIPLA LIMITED; CURTIS, Philip, Anthony; WO2008/43996; (2008); A2;,
1,3-Benzodioxole – Wikipedia
Dioxole | C3H4O2 – PubChem

80841-78-7, 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. 4-(Chloromethyl)-5-methyl-1,3-dioxol-2-one, cas is 80841-78-7,the Dioxole compound, it is a common compound, a new synthetic route is introduced below.

To the flask was added 2000 g of acetone, 160 g of ethyl 4- (1-hydroxy-1-methylethyl) -2-propylimidazole-5-carboxylate (II), 150 g of K2CO3, 460 g of 4- [2- (Trityltetrazol-5-yl) phenyl] benzyl bromide (III), 20g KI, the temperature was raised to reflux, the reaction was incubated for 34-38 hours under stirring.Then add 102g KOH, reflux reaction 6 ~ 8h. Cool to 10 ~ 20 , add 170g DMDO-Cl, incubated for 30 ~ 60min.Heating to reflux, the reaction 22 to 26 hours.After the reaction was added 40g of diatomaceous earth, stirring for 30 to 60 minutes, suction filtration, 200g acetone rinse cake. To the filtrate was added 800g of drinking water and 200g of refined hydrochloric acid, the reaction at room temperature for 2 to 4 hours, filtered to remove by-product triphenylcarbinol. Dropping 10% K2CO3 aqueous solution, adjusting feedstock pH to 4, cooling to 10 ~ 20 , stirring crystallization 2h, filtration, the filter cake with a mixture of pre-cooled 45g acetone and 230g of drinking water washing and drying, to obtain Olmesartan Medoxomil 309 g, total yield 83.1% (relative to ethyl-4- (1-hydroxy-1-methylethyl) -2-propylimidazole-5- carboxylate (II)), purity: 99.27% of the main peak, 0.08% of the olmesartan acid, 0.14% of the triphenylmethanol, and 0.13% of the largest unidentified one.

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 4-(Chloromethyl)-5-methyl-1,3-dioxol-2-one, 80841-78-7

Reference£º
Patent; Zhejiang Huahai Zhicheng Pharmaceutical Co., Ltd.; Zhejiang Huahai Pharmaceutical Co., Ltd.; Jin Congyang; Wang Jiquan; Zhang Wenling; Wang Peng; (10 pag.)CN107311990; (2017); A;,
1,3-Benzodioxole – Wikipedia
Dioxole | C3H4O2 – PubChem

80841-78-7, 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. 4-(Chloromethyl)-5-methyl-1,3-dioxol-2-one, cas is 80841-78-7,the Dioxole compound, it is a common compound, a new synthetic route is introduced below.

Example 1(1) Tritylation and DMDO Esterification ReactionsAfter mixing 4-(1-hydroxy-1-methylethyl)-2-propyl-1-[[2′-[1H-tetrazol-5-yl]biphenyl-4-yl]methyl]imidazole-5-carboxylic acid (30 g), acetone (210 mL), 1,8-diazabicyclo[5,4,0]-7-undecene [DBU] (25.5 g) and triphenylmethyl chloride [TPC] (23.79 g), water (0.6 mL) was added and acetone (30 mL) was poured into the mixture, and the reaction mixture was stirred at 48 to 52 C. for 2 hours. Then, water (0.9 mL) was added and 4-chloromethyl-5-methyl-1,3-dioxol-2-one [DMDO-Cl] (18.5 g) was poured in, and the reaction mixture was stirred at 48 to 52 C. for 5 hours.(2) Obtaining Crude Crystals of Trityl Olmesartan Medoxomil (Acetone Solvate Crystals)After the reaction mixture was cooled to 20 C. to precipitate crystals, it was stirred at 15 to 25 C. for 40 minutes, and water (96 mL) was added dropwise over a period of 25 minutes, and then the reaction mixture was cooled to 0 to 5 C. and stirred for 30 minutes. The precipitated crystals were filtered out and washed with acetone-water (150 mL), and wet crude crystals of (5-methyl-2-oxo-1,3-dioxolen-4-yl)methyl 4-(1-hydroxy-1-methylethyl)-2-propyl-1-[[2′-[2-(triphenylmethyl)-2H-tetrazol-5-yl]biphenyl-4-yl]methyl]imidazole-5-carboxylate (57.83 g) were obtained. These were then dried in vacuo at 60 C. for approximately 15 hours, and the dry acetone solvate crystals (57.50 g) were obtained.

The chemical industry reduces the impact on the environment during synthesis,80841-78-7,4-(Chloromethyl)-5-methyl-1,3-dioxol-2-one,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; DAIICHI SANKYO COMPANY, LIMITED; US2012/59172; (2012); A1;,
1,3-Benzodioxole – Wikipedia
Dioxole | C3H4O2 – PubChem

80841-78-7, 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. 4-(Chloromethyl)-5-methyl-1,3-dioxol-2-one, cas is 80841-78-7,the Dioxole compound, it is a common compound, a new synthetic route is introduced below.

Step B, go to the reaction solution of compound (II) obtained in Step A with stirring,Add 6.27kg of anhydrous potassium carbonate powder and2.01kg iodine, replace the air with nitrogen, the nitrogen pressure in the kettle is ?0.01Mpa,The temperature was controlled at 50 ¡À 2 , and 13.80 kg of compound (IV) was added dropwise at a constant pressure.Add within 40 to 60 minutes. After the incubation reaction for 1.25 hours,Reduce the reaction mixture to below 10 C, extract with conventional solvents in an extraction kettle, wash with water, and separate the layers.The organic phase was distilled under reduced pressure to recover the solvent, crystallized, centrifuged,Drying gave 55.03 kg of crude compound (I).Step C: Add 192.61 kg of ethyl acetate to the 500L refining kettle, start stirring,55.03 kg of the crude compound (I) obtained in step B is added, and the feeding port is closed,Keep the pressure ?0.01MPa after replacing air with nitrogen,The temperature was raised to 75 C and dissolved for 25 minutes until it was clear. The filtrate was filtered and the temperature was reduced to 2.5 C.Centrifuge, put the filter cake into the double cone dryer,Under reduced pressure, a small flow of nitrogen was passed in for replacement three times, and the drying temperature was controlled to 40-50 C.Vacuum degree ?-0.09MPa, after drying for 1 hour,Increase the drying temperature to 50 60 and continue drying for 3 hours.54.06kg compound (1) finished product,The HPLC content was 99.93%, and the residual content of the compound (III) was 0.05%.

The chemical industry reduces the impact on the environment during synthesis,80841-78-7,4-(Chloromethyl)-5-methyl-1,3-dioxol-2-one,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; Shandong Xinhua Pharmaceutical Co., Ltd.; Zhu Lianbo; Wu Hui; Dou Guohua; (6 pag.)CN110590758; (2019); A;,
1,3-Benzodioxole – Wikipedia
Dioxole | C3H4O2 – PubChem

As a common heterocyclic compound, it belongs to Dioxole compound, name is 4-(Chloromethyl)-5-methyl-1,3-dioxol-2-one, and cas is 80841-78-7, its synthesis route is as follows.

Example 4; The reaction was carried out in the same manner as in Example 1 except that 4- (1-hydroxy-1-methylethyl) -2-propyl-1- {4- [2- (trityltetrazol-5-yl) phenyl] -carboxylic acid sodium salt (Chemical Formula 5) and 50 mL of N, N-dimethylacetamide were added, the temperature was adjusted to 5 to 10 DEG C and 4 g of potassium carbonate was added. A solution of 6.2 g of 4- (chloromethyl) -5-methyl-1,3-dioxol-2-one (Formula 6) in 6 mL of N, N-dimethylacetamide was added dropwise to the reaction portion, For 4 hours. After the reaction was completed, the reaction solution was cooled to 20 to 25 C, and then 220 mL of ethyl acetate, 30 g of salt, and 170 mL of purified water were sequentially added to the reaction mixture, followed by separation of the organic layer, followed by the addition of 30 g of salt and 170 mL of purified water . & Lt; / RTI & gt; 1 g of activated carbon and 20 g of anhydrous sodium sulfate were added to the organic layer, followed by stirring for 30 minutes to 1 hour, followed by filtration. The filtrate was concentrated under reduced pressure, and 100 mL of acetonitrile was added to the residue, followed by stirring at 50 to 55 DEG C for 1 hour. The crystals were cooled to 0 to 5 C., stirred for 2 hours, filtered, washed with 50 mL of isopropyl alcohol and dried to obtain 21.7 g (yield: 93%, purity: 99.96%) of tritylolemethanemethoxysilane

80841-78-7, 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.,80841-78-7 ,4-(Chloromethyl)-5-methyl-1,3-dioxol-2-one, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; DONGBANG FTL CO., LTD; Song, Tae Hong; Jung, Hun Suk; Jang, Do Yeon; Moon, Chung Sun; Jung, Hee Jung; (18 pag.)KR101526249; (2015); B1;,
1,3-Benzodioxole – Wikipedia
Dioxole | C3H4O2 – PubChem

80841-78-7, 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. 4-(Chloromethyl)-5-methyl-1,3-dioxol-2-one, cas is 80841-78-7,the Dioxole compound, it is a common compound, a new synthetic route is introduced below.

The reaction flask was charged with 697.5 g of compound V obtained in the previous step,414 g of anhydrous potassium carbonate (3.00 mol)163.4 g of 4-chloromethyl-5-methyl-1,3-dioxol-2-one (Compound VI) (1.10 mol)And 2500 ml of acetonitrile were refluxed for 2 hours,After the reaction,filter,The filtrate was concentrated to dryness,The residue was stirred in 1500 ml of ethyl acetate and 500 ml of water for 15 minutes,Layered, organic layer and then washed with water,Dried over anhydrous sodium sulfate,filter,The filtrate was concentrated to dryness,To give the crude product of compound VII,Recrystallization from toluene and petroleum ether,To obtain pure product 683.2 grams; two-step yield:85.40% (calculated as compound II).

The chemical industry reduces the impact on the environment during synthesis,80841-78-7,4-(Chloromethyl)-5-methyl-1,3-dioxol-2-one,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; Hunan Ouya biological Co. Ltd.; Lin, kaizhao; (19 pag.)CN103304550; (2016); B;,
1,3-Benzodioxole – Wikipedia
Dioxole | C3H4O2 – PubChem

As a common heterocyclic compound, it belongs to Dioxole compound, name is 4-(Chloromethyl)-5-methyl-1,3-dioxol-2-one, and cas is 80841-78-7, its synthesis route is as follows.

In 130 ml of N,N-dimethyl acetamide, 14.5 g (20 mmol) of potassium 4-(2-hydroxypropan-2-yl)-2-propyl-1-((2′-(1-trityl-1H-tetrazol-5-yl)biphenyl-4-yl)methyl)-1H-imidazole-5-carboxylate, 3.0 g (2.2 mmol) of potassium carbonate powder and 1.4 g (8.4 mmol) of potassium iodide were added. The mixture was cooled to 0 C and 5.0 g (33 mmol) of 4-(chloromethyl)-5-methyl-1,3-dioxol-2-one was added at 0 to 5C. After the addition, the reaction mixture was warmed to 40-45 C within one hour, then the mixture was stirred at this temperature for 2h. The sample of reaction mixture was analysed (HPLC; tritylolmesartan medoxomil, 97.44%, 4-(2-hydroxypropan-2-yl)-2-propyl-1-((2′-(1-trityl-1H-tetrazol-5-yl)biphenyl-4-yl)methyl)-1H-imidazole-5-carboxylate 0.06 %). The mixture was cooled to 10 to 20C and then 250 ml of ethyl acetate was added. The mixture was cooled again to 5-10 C and then 200 ml of 10% NaCl was added slowly. The temperature should not be higher than 25 C during the addition. The phases were mixed separated and organic phase was washed with 100 ml of 10% NaCl (2*) and dried over anhydrous sodium sulphate. After the filtration filtrate was evaporated under reduced pressure at temperature under 45C to oily residue. To the residue 30 ml of acetonitrile was added at temperature not more than 45C. The mixture was stirred at this temperature for 10 minutes then was cooled to 20 to 25C and stirred at this temperature for 0.5 h and after that 3h at 0 to 5C. The suspension was filtered, washed with cold acetonitrile and dried at 40 to 50C. Yield: 17.0 g (91%) HPLC: 99.64 % of the product, all other impurities under 0.1%. IR: 3408, 1818, 1805, 1741, 1681, 1529, 1148, 1002, 699

80841-78-7, 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.,80841-78-7 ,4-(Chloromethyl)-5-methyl-1,3-dioxol-2-one, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; Krka Tovarna Zdravil, D.D., Novo Mesto; EP2334668; (2011); A1;,
1,3-Benzodioxole – Wikipedia
Dioxole | C3H4O2 – PubChem