Category: 15568-85-1

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. 15568-85-1, name is 5-(Methoxymethylene)-2,2-dimethyl-1,3-dioxane-4,6-dione, A new synthetic method of this compound is introduced below., Recommanded Product: 5-(Methoxymethylene)-2,2-dimethyl-1,3-dioxane-4,6-dione

5 g (38.8 mmol)2-chloro-5-aminopyridine and7.28 (38.8 mmol)5- (methoxymeth) -2,2-dimethyl-1,3-dioxo-4,6-dione was suspended in100mLIsopropanol,Heated to reflux for 2 hours. TLC detection, after the end of the reactionDry solvent to obtain product l0.5g, light yellowish solid, yield 95.8%

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; Beijing Foreland Pharma Co., Ltd; Zhang, Xingmin; Wang, Ensi; Niu, Shengxiu; Guo, Jing; Dai, Zhuolin; Zheng, Nan; Ji, Qi; Li, Qinyan; Liang, Tie; (109 pag.)CN104411706; (2016); B;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 15568-85-1, 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. 15568-85-1 name is 5-(Methoxymethylene)-2,2-dimethyl-1,3-dioxane-4,6-dione, 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.

1 eq of 3-bromo-2-methoxy-4-aminopyridine was dissolved in isopropanol, then 2 eq of compound 49 was added thereto. After heating to 110 C., the mixture was allowed to react for 1 h with stirring, and then a large amount of solid was precipitated. 2 h later, the solid was cooled to room temperature, washed with isopropanol and ether to give the product compound 57, yield 92%; The compound obtained above was suspended in diphenyl ether at 10 ml/g, and the mixture was heated to 220 C. and allowed to react for 1 h with stirring, and then a large amount of solid was precipitated, which was cooled to room temperature, washed with a large amount of petroleum ether and filtered to give the compound 58, yield 96%. The above solid was dissolved in methanol, and 2 eq of ammonium formate was added therein followed by the addition of 10 wt % of 10% Pd/C. The mixture was allowed to react with stirring at 60 C. and the reaction was monitored by TLC. After the reaction was completed, the resultant was cooled and filtered, the filtrate was concentrated and then extracted with EA, washed with saturated NaCl, dried over anhydrous Na2SO4 and concentrated under reduced pressure to give the compound 59. 1H NMR (400 MHz, DMSO) delta 8.89 (s, 1H), 8.46 (s, 1H), 7.87 (d, J=7.6 Hz, 1H), 6.75 (s, 1H), 5.97 (d, J=7.6 Hz, 1H), 3.91 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-(Methoxymethylene)-2,2-dimethyl-1,3-dioxane-4,6-dione, and friends who are interested can also refer to it.

Reference:
Patent; SHANGHAI INSTITUTE OF MATERIA MEDICA, CHINESE ACADEMY OF SCIENCES; LONG, Yaqiu; GENG, Meiyu; XU, Zhongliang; AI, Jing; (100 pag.)US2018/244667; (2018); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 15568-85-1, A common heterocyclic compound, 15568-85-1, name is 5-(Methoxymethylene)-2,2-dimethyl-1,3-dioxane-4,6-dione, molecular formula is C8H10O5, 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.

Step 3[00178] To a stirred solution of the l-(3,4-dichloro-phenyl)-ethanone oxime (1 eq) in dry THF (6vol) cooled externally to -15C was added 2.5M n-BuLi (2.2 eq) dropwise. After stirring the reaction mixture for 75 minutes, 5-methoxymethylene- 2,2-dimethyl-[l,3]dioxane-4,6-dione (1.0 eq) in THF (9 vol) was added to the externally cooled reaction mixture. After 1 hour the reaction mixture was warmed to 0C for 15 minutes, and then stirred for 16 hours at room temperature. The reaction mixture was added to water (27vol) and extracted with TBME (2 x 7vol). The aqueous layer was acidified with 5M H2SO4 (3vol) and further extracted with TMBE (3 x 7 vol). The combined organics were filtered and concentrated under reduced pressure to give a crude residue.

The synthetic route of 15568-85-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CHDI, INC.; WITYAK, John; TOLEDO-SHERMAN, Leticia, M.; LEEDS, Janet; DOMINGUEZ, Celia; COURTNEY, Stephen, Martin; YARNOLD, Christopher, John; DE AGUIAR PENA, Paula, Cristina; SCHEEL, Andreas; WINKLER, Dirk; WO2010/17132; (2010); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 15568-85-1, 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. 15568-85-1, name is 5-(Methoxymethylene)-2,2-dimethyl-1,3-dioxane-4,6-dione belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

The mixture of 6-chloropyridin-3-amine (5.0 g, 38.8 mmol) and 5- (methoxymethylene)-2,2-dimethyl-1 ,3-dioxane-4,6-dione (7.2 g, 38.8 mmol) in i-PrOH (60 ml_) was stirred at reflux for 2 h, and the solvent was removed to afford 5-((6- chloropyridin-3-ylamino)methylene)-2,2-dimethyl-1 ,3-dioxane-4,6-dione as a solid in 91 % yield (10.0 g). m/z 283 (M+H)+

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, 5-(Methoxymethylene)-2,2-dimethyl-1,3-dioxane-4,6-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; HUTCHISON MEDIPHARMA LIMITED; SU, Weiguo; ZHANG, Weihan; YANG, Haibin; WO2012/34526; (2012); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Some common heterocyclic compound, 15568-85-1, name is 5-(Methoxymethylene)-2,2-dimethyl-1,3-dioxane-4,6-dione, molecular formula is C8H10O5, 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. Quality Control of 5-(Methoxymethylene)-2,2-dimethyl-1,3-dioxane-4,6-dione

A mixture of sulfone 5 (1.58g, 7.5mmol) and 15(558 mg, 3 mmol) in freshly distilled DMF (9 mL) was added to a mixture of HgCl2 (49mg, 0.18 mmol)and Mg (183mg, 7.5 mmol) in DMF (3 mL) at ambient temperature. The reaction was heated to 75 Cand stirred for an additional 3 h. The reaction was cooled to rt and quenched with 7M HCl. The reactionmixture was then heated to 110 C and stirred for an hour. The reaction mixture was cooled to rt andextracted with diethyl ether (3), dried over MgSO4 and concentrated under reduced pressure and dried toobtain crude carboxylic acid. The crude acid was dissolved in dry DMF and added to a round-bottomedflask containing anhydrous K2CO3 (830 mg, 6 mmol) after which benzyl bromide (0.7 mL, 6 mmol) wasadded. The mixture was stirred for 2 h and then diluted with water and extracted with diethyl ether (3),washed with brine and dried over MgSO4. The ethereal layer was concentrated under reduced pressure toobtain the crude ester

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 15568-85-1, its application will become more common.

Reference:
Article; Sakavuyi, Kaumba; Petersen, Kimberly S.; Tetrahedron Letters; vol. 54; 45; (2013); p. 6129 – 6132;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 15568-85-1, These common heterocyclic compound, 15568-85-1, name is 5-(Methoxymethylene)-2,2-dimethyl-1,3-dioxane-4,6-dione, 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.

4-Methoxyaniline (1.27 g) and 5-methoxymethylene-2,2-dimethyl-[1,3]dioxan-4,6-dione (1.82 g) were dissolved in 2-propanol (40 ml), and the solution was stirred at 50C for 2 hr. The solvent was removed by distillation under the reduced pressure, and the residue was washed with ether to give 5-[(4-methoxy-phenylamino)-methylene]-2,2-dimethyl-[1,3]dio xan-4,6-dione (1.98 g, yield 73%). 5-[(4-Methoxy-phenylamino)-methylene]-2,2-dimet hyl-[1,3]dioxan-4,6-dione (1.28 g) and biphenyl (5.2 g) were suspended in diphenyl ether (20 ml), and the suspension was stirred at 220C for one hr. The reaction mixture as such was purified by column chromatography with a methanol-chloroform system to give 6-methoxy-1H-quinolin-4-one (398 mg, yield 49%). 6-Methoxy-1H-quinolin-4-one (398 mg) was suspended in diisopropylethylamine (3 ml), phosphorus oxychloride (1 ml) was added to the suspension, and the mixture was stirred at 100C for one hr. Water was added to the reaction mixture under ice cooling, and the aqueous layer was neutralized with an aqueous sodium hydrogencarbonate solution. The organic layer was extracted with ethyl acetate, and the ethyl acetate layer was washed with water and was dried over anhydrous sodium sulfate. The solvent was removed by distillation under the reduced pressure, and the residue was purified by column chromatography with an acetone-chloroform system to give 4-chloro-6-methoxyquinoline (375 mg, yield 42%).

The synthetic route of 15568-85-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KIRIN BEER KABUSHIKI KAISHA; EP1724268; (2006); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 15568-85-1, 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. 15568-85-1 name is 5-(Methoxymethylene)-2,2-dimethyl-1,3-dioxane-4,6-dione, 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 solution of 5-(methoxymethylene)-2,2-dimethyl-1,3-dioxane-4,6-dione (7.0g,37.7mmol) and 2-methoxypyridin-4-amine (3.6g, 29.0mmol) disolved in i-PrOH(50mL) was refluxed at 100C for 1 hour, then the reaction solution was cooled toroom temperature to give crystalline solid which was filtered, washed with i-PrOHand diethyl ether to affor the compound 11 as a yellow crystalline solid (5.2g, 65%).1H NMR (400 MHz, Chloroform-d) delta 11.08 (d, J = 14.0 Hz, 1H), 8.66 (d, J = 14.0Hz, 1H), 8.17 (d, J = 5.7 Hz, 1H), 6.75 (dd, J = 5.7, 1.8 Hz, 1H), 6.55 (d, J = 1.8 Hz,1H), 3.95 (s, 3H), 1.75 (s, 6H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-(Methoxymethylene)-2,2-dimethyl-1,3-dioxane-4,6-dione, and friends who are interested can also refer to it.

Reference:
Article; Cheng, Yu; Shen, Jian; Peng, Run-Ze; Wang, Gui-Feng; Zuo, Jian-Ping; Long, Ya-Qiu; Bioorganic and Medicinal Chemistry Letters; vol. 26; 12; (2016); p. 2900 – 2906;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 15568-85-1, 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 15568-85-1 as follows.

General procedure: 5-(Methoxymethylene)-2,2-dimethyl-1,3-dioxane-4,6-dione (0.5 g, 2.9 mmol) was added to a stirred solution of the 5-aminopyrazole 6 (2.9 mmol) in MeCN (10 mL). After stirring for 1 h, the solvent was removed in vacuo to complete the precipitation of the product.

According to the analysis of related databases, 15568-85-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Mackay, Martha; Nortcliffe, Andrew; McNab, Hamish; Hulme, Alison N.; Synthesis; vol. 47; 2; (2015); p. 242 – 248;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 15568-85-1, 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 15568-85-1 as follows.

General procedure: 5-(Methoxymethylene)-2,2-dimethyl-1,3-dioxane-4,6-dione (0.5 g, 2.9 mmol) was added to a stirred solution of the 5-aminopyrazole 6 (2.9 mmol) in MeCN (10 mL). After stirring for 1 h, the solvent was removed in vacuo to complete the precipitation of the product.

According to the analysis of related databases, 15568-85-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Mackay, Martha; Nortcliffe, Andrew; McNab, Hamish; Hulme, Alison N.; Synthesis; vol. 47; 2; (2015); p. 242 – 248;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 15568-85-1, 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. 15568-85-1, name is 5-(Methoxymethylene)-2,2-dimethyl-1,3-dioxane-4,6-dione, This compound has unique chemical properties. The synthetic route is as follows.

The 2- [4-(7-chloro-l,6-naphthyridin-4-yloxy)-2-methoxyphenyl] acetic acid used as a starting material was prepared as follows :-; 5-(Methoxymethylidene)-2,2-dimethyl-l,3-dioxane-4,6-dione (11.16 g) was added to a suspension of 2,6~dichloropyridine-4-amine (8.15 g) in isopropanol (125 ml) at ambient temperature. The resultant mixture was stirred and heated to 75C for 45 minutes. The mixture was cooled to 1O0C and diluted with diethyl ether. The precipitate was isolated. There was thus obtained 5-[(2,6-dichloropyridin-4-ylamino)methylidene]-2,2-dimethyl- l,3-dioxane-4,6-dione (15.5 g); 1H NMR Spectrum: (DMSOd6) 1.7 (s, 6H)5 7.9 (s, 2H), 8.75 (S5 IH), 11.25 (s, lH).

The chemical industry reduces the impact on the environment during synthesis 5-(Methoxymethylene)-2,2-dimethyl-1,3-dioxane-4,6-dione. I believe this compound will play a more active role in future production and life.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2007/113565; (2007); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics