Category: 131860-97-4

Reference of 131860-97-4, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.131860-97-4, name is (E)-Methyl 2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyacrylate, molecular formula is C15H13ClN2O4, molecular weight is 320.73, as common compound, the synthetic route is as follows.

Methyl (E)-2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxyacrylate (97.6 gm), 2-cyanophenol (36.9 gm), and potassium carbonate (25.4 gm) are added to, mixed, and dissolved in an aprotic solvent (241 gm) at room temperature. In this embodiment, the aprotic solvent is, for example, toluene. Then, 1-methylpyrrolidine (10.2 gm, 0.4 eq) is added as a catalyst, and stirred until uniform to form a basic mixture. Subsequently, the basic mixture is heated to 80 C., and reacted for 3 hrs. (0019) The basic mixture after reaction is subjected to a first distillation under a reduced pressure of 100 torr at 80 C., and the product left after the first distillation under reduced pressure is azoxystrobin. The distillate by the first distillation under reduced pressure is detected by gas chromatography (GC), and 1-methylpyrrolidine is determined to have a recovery rate of 96.3%. (0020) Azoxystrobin left after the first distillation under reduced pressure is added to the aprotic solvent (241 gm) and water (114 gm), mixed, and stirred until azoxystrobin is completely dissolved. After standing for layer separation, an upper first organic layer is collected, and then a lower aqueous layer is collected and further added with the aprotic solvent (15 gm). Next, an upper second organic layer is collected. The first organic layer and the second organic layer are combined, and detected by high performance liquid chromatography (HPLC) to show a yield of azoxystrobin of 94.9%. The combined organic layer is subjected to a second distillation under reduced pressure at 50-60 C. under 20-40 torr, to remove the solvent. This gives a crude product. The crude product is dissolved in methanol (156 gm) at 60 C., cooled to normal temperature and then to 5 C., and filtered to obtain a crystalline solid. The crystalline solid was washed with methanol (13 gm) and then dried at 50 C., to obtain purified azoxystrobin (112.9 gm) as a solid (yield 91.5%).

Statistics shows that 131860-97-4 is playing an increasingly important role. we look forward to future research findings about (E)-Methyl 2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyacrylate.

Reference:
Patent; SINON CORPORATION; CHEN, Chien-Hsing; HSIEH, Ming-Fang; LIN, Chih-Da; LIU, Chien-Yu; (4 pag.)US2020/165210; (2020); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 131860-97-4, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 131860-97-4, name is (E)-Methyl 2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyacrylate. This compound has unique chemical properties. The synthetic route is as follows.

Dimethylacetamide (DMAA, 400ml), 2-Cyanophenol (0.2M, 28g) and NaOH (0.225M, 9g) were placed at ambient temperature into the three-necked IL flask equipped with stirrer, condenser and thermometer. Half the amount of DMAA containing water traces was distilled at vacuum 20mbar/60-65C and the mixture was kept at vacuum 20mbar/ room temperature for Ih. The same amount of prime DMAA was added and Compound (I) (0.2M, 64g) was fed into the flask.The reaction mixture was heated to 100 C and kept at these conditions for 5 hours (monitored by HPLC – conversion of Compound (I) to Azoxystrobin 98-99%).DMAA was distilled at vacuum 20mbar/65-70C. At the end of the distillation the temperature can be increased up to 90-100C.40Og Butylacetate (BuAc) and 20Og water were added to the reaction mixture at 50-60C, the temperature was increased to 80C and stirred 10-15min. The water phase was separated at 800C to remove DMAA traces and inorganic salts.For crystallization the BuAc phase was slowly cooled from 800C to -5C. Filtration was done using filter No.2. The cake was washed with 60 ml cooled Butylacetate or methanol and further dried in oven at 80C during 15 hours. Azoxystrobin with purity 98-99% and a yield of 90-92% was obtained.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 131860-97-4, (E)-Methyl 2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyacrylate.

Reference:
Patent; MAKHTESHIM CHEMICAL WORKS LTD.; WO2008/75341; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 131860-97-4, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 131860-97-4, name is (E)-Methyl 2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyacrylate. This compound has unique chemical properties. The synthetic route is as follows.

Further screening experiments, using DMF as a solvent, were carried out as detailed below: Methyl (?)-2-{2-[6-chlororhoyrimidin-4-yloxy]ph.enyl}-3-methoxyacrylate (H) (6.4g of 45.2% strength solution in DMF) was charged to the reaction tube followed by further DMF (6.4 g), 2-cyanophenol (1.2g), potassium carbonate (1.5 mol equivalents) and the compound being tested as a catalyst (10 mol%). The reaction mixtures were held, with stirring, at 4O0C for 4hrs, then at 6O0C for 2 hrs. The reaction was monitored for loss of starting material and formation of product, throughout the hold periods, by Gas Chromatography. Results are recorded as area % levels of methyl (E)-2-{2-[6-chloropyrimidin-4-yloxy]phenyl}-3- methoxyacrylate (II) and methyl (2s)-2-{2-[6-(2-cyanophenoxy)pyrimidin-4-yloxy]phenyl}-3- methoxyacrylate (I) in the reaction mixture.The following systems were tested:TABLE 3The results are shown in Table 4 below:; A stirred solution of (E)-2-{2-[6-chloropyrimidin-4-yloxy]phenyl}-3-methoxyacrylate (80.Og at 98%w/w, 0.24mols) in DMF (8Og) was heated to approximately 60C and then potassium carbonate (51.6g at 98%w/w, 0.37mols), 2-cyanophenol (32.8g at 97.5%w/w, 0.27mols) in DMF (32.8g) and quiniclidinone hydrochloride (2.03g at 97%w/w, 0.012mols were added at five minute intervals. The reaction mixture was heated to 800C and held at this temperature for 195 minutes when analysis indicated that the reaction was complete. The DMF was distilled off under vacuum to a final temperature of 100C and then toluene (134.8g) was charged, followed by hot water (259.4g), maintaining the temperature of the mixture above 7O0C. The mixture was stirred at 80C for 30 minutes, settled and then the aqueous phase separated. The toluene phase (226.4g) contained methyl (E)-2- {2-[6-(2- cyanophenoxy)pyrimidin-4-yloxy]phenyl}-3-methoxyacrylate (41.58%w/w) 95.8% of theory.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 131860-97-4, (E)-Methyl 2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyacrylate.

Reference:
Patent; SYNGENTA LIMITED; WO2008/43977; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 131860-97-4, name is (E)-Methyl 2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyacrylate, molecular formula is C15H13ClN2O4, The 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. Computed Properties of C15H13ClN2O4

A slurry containing methyl (?)-2-{2-[6-chloropyrimidin-4-yloxy]phenyl}-3-methoxyacrylate (80.9g at 99%, 0.25mols), potassium carbonate (52.8g at 98%, 0.375mols) and 2- cyanophenol (33.6g at 97.5%, 0.275mols) in isopropyl acetate (13OmIs) was heated to approximately 6O0C. A solution of DABCO (0.28g, 0.0025mols) in isopropyl acetate (1 OmIs) was added. The mixture was heated to 8O0C and held at this temperature for 360 minutes. The isopropyl acetate was removed by vacuum distillation to a maximum temperature of 8O0C. Toluene (160ml) was added to the distillation residues, maintaining the temperature between 60-700C, followed by water (265mls) which had been heated to 6O0C, again maintaining the temperature between 60-700C. The mixture was stirred for 40 minutes at 8O0C and then settled and the lower aqueous phase separated. The toluene solution (229.8g) EPO contained methyl (E)-2- {2-[6-(2-cyanophenoxy)pyrimidin-4-yloxy]phenyl} -3- methoxyacrylate (41.2%w/w) 94.2% of theory.

With the rapid development of chemical substances, we look forward to future research findings about 131860-97-4.

Reference:
Patent; SYNGENTA LIMITED; WO2006/114572; (2006); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 131860-97-4, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.131860-97-4, name is (E)-Methyl 2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyacrylate, molecular formula is C15H13ClN2O4, molecular weight is 320.73, as common compound, the synthetic route is as follows.

A slurry containing methyl (E)-I- {2-[6~chloropyrimidin-4-yloxy]phenyl} -3-methoxyacrylate (80.9g at 99%, 0.25mols), potassium carbonate (52.8g at 98%, 0.375mols) and 2- cyanophenol (33.6g at 97.5%, 0.275mols) in MIBK (16OmIs) was heated to approximately 6O0C. A solution of DABCO (0.28g, 0.0025mols) in MlBK (1 OmIs) was added. The mixture was heated to 8O0C and held at this temperature for 360 minutes. Water (30OmIs) was charged to the reaction, maintaining the temperature in the range 70-800C. The mixture was stirred for 70 minutes then settled and the lower aqueous phase separated. The MIBK solution (235.3g) contained methyl (E)-2-{2-[6-(2-cyanophenoxy)pyrimidin-4- yloxyjphenyl} -3-methoxyacrylate (41.0%w/w) 95.8% of theory.; c) Coupling of methyl rE)-2-{2-[6-chloropyrimidin-4-yloxylphenyl|-3-methoxyacrylate with 2-cvanophenol in MIBK with lmol% DABCO added after the 2-cyanophenol, that is, last. EPO A slurry containing methyl (E)-2-{2-[6-chloropyrimidin-4-yloxy]phenyl}-3-methoxyacrylate (80.9g at 99%, 0.25mols), potassium carbonate (52.8g at 98%, 0.375mols) and 2- cyanophenol (33.6g at 97.5%, 0.275mols) in MIBK (16OmIs) was heated to approximately 6O0C. A solution of DABCO (0.28g, 0.0025mols) in MBK (1 OmIs) was added. The mixture was heated to 8O0C and held at this temperature for 240 minutes (residual (¡ê)-2- {2-[6- chloropyrimidin-4-yloxy]phenyl}-3-methoxyacrylate at the end of reaction was 4.4% by area on GC). Water (30OmIs), at 6O0C, was charged to the reaction, maintaining the temperature in the range 70-800C. The mixture was stirred for 40 minutes then settled and the lower aqueous phase separated. The MIBK solution (237.Ig) contained methyl (E)-2-{2-[6-(2- ” cyanophenoxy)pyrimidin-4-yloxy]phenyl}-3-methoxyacrylate (38.7%w/w) 89.1% of theory.

Statistics shows that 131860-97-4 is playing an increasingly important role. we look forward to future research findings about (E)-Methyl 2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyacrylate.

Reference:
Patent; SYNGENTA LIMITED; WO2006/114572; (2006); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 131860-97-4, (E)-Methyl 2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyacrylate, 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, category: pyrimidines, blongs to pyrimidines compound. category: pyrimidines

Load 0.105 mol 2-cyanophenol, 0.11 mol anhydrous potassium carbonate, and 100 ml butyl acetate into a 500 ml glass line reactor kettle, heat up to 70 C. while stirring, add 0.1 mol (E)-2-[2-(6-chloropyrimidine-4-methoxy)-phenyl]-3-methoxy methyl acrylate (the compound represented by formula (2), from J&K Chemical Limited, at 95% purity) and a catalyst (0.004 mol 2-methyl-1,4-diazabicyclo[2.2.2]-octane (from Qingdao Hanbing Chemical Co., Ltd., at 99% purity)), continue to heat up the reaction mixture to 105 C. and hold at the temperate for 4 h to perform reaction, and monitor the reaction situation with a gas chromatograph, add 50 ml into the reaction system when the gas chromatograph indicates that the normalized area of (E)-2-[2-(6-chloropyrimidine-4-methoxy)-phenyl]-3-methoxy methyl acrylate is smaller than 1%, after stirring for 60min., and then stand for 10 min. at 80 C. for stratification, remove the aqueous phase, and add water to wash the organic phase again, cool down the obtained organic phase to -5 C. to precipitate crystals, then, filter to obtain 51.3 g wet filter cake, rinse the filter cake with butyl acetate, heat up the rinsed filter cake to approx. 50-60 C. with 100 ml methanol to pulping and wash, and then filter and dry; finally, 37 g yellowish white solid is obtained, and the melting point of the solid is 115-116 C. Test 10 mg solid product by NMR. The data is 1H NMR(500NMR, CDCl3): delta 3.64(s, 3H), 3.75(s, 3H), 3.62(s, 2H), 6.42(d, 1H), 7.22(q,1H), 7.29-7.43(m, 5H), 7.49(s, 1H), 7.66(m, 1H), 7.10(q, 1H), 8.40(d, 1H), which fully matches the theoretical value of the compound represented by formula (1), indicating that the product is the compound represented by formula (1). The calculated yield ratio of the product is 95.0%, and the purity is 99.5%

At the same time, in my other blogs, there are other synthetic methods of this type of compound,131860-97-4, (E)-Methyl 2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyacrylate, and friends who are interested can also refer to it.

Reference:
Patent; NUTRICHEM COMPANY LIMITED; SHANGYU NUTRICHEM CO., LTD.; Wang, Wenjun; Chen, Jianwei; Chi, Jianhong; Zhao, Yongchang; Deng, Xufang; Wang, Long; You, Hua’nan; (9 pag.)US2016/90365; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 131860-97-4, (E)-Methyl 2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyacrylate, 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, SDS of cas: 131860-97-4, blongs to pyrimidines compound. SDS of cas: 131860-97-4

A slurry containing methyl (¡ê)-2-{2-[6-chloropyrimidin-4-yloxy]phenyl}-3-methoxyacrylate (65.4g at 98%, 0.2mols), 2-cyanophenol (26.8g at 97.5%, 0.22mols) and 1,8- diazabicyclo[5.4.0]undec-7-ene (DBU) (36.9g at 99%, 0.24mols) in N,N- diisopropylethylamine (105mls) was heated to 50-600C. A solution of DABCO (0.224g, 0.002mols) in N,JV-diisopropylethylamine (1 OmIs) was added. The mixture was stirred at this temperature until the reaction was complete (3 hours). The solvent was removed by vacuum distillation to 9O0C. Toluene (130ml) was added to the distillation residues, maintaining the temperature between 70-800C, followed by water (21OmIs), maintaining the temperature as before. The mixture was stirred for 10 minutes at 8O0C and then settled and the lower aqueous phase separated. The toluene solution (180.2g) contained methyl (E)-2- {2-[6-(2- cyanophenoxy)pyrimidin-4-yloxy]phenyl}-3-methoxyacrylate (39.1%w/w) 87.4% of theory.

The synthetic route of 131860-97-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SYNGENTA LIMITED; WO2006/114572; (2006); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 131860-97-4, (E)-Methyl 2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyacrylate, 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, Computed Properties of C15H13ClN2O4, blongs to pyrimidines compound. Computed Properties of C15H13ClN2O4

Methyl (¡ê)-2-{2-[6-chloropyiimidin-4-yloxy]phenyl}-3-methoxyacrylate (E) (3g of 95.4% strength) was charged to the reaction tube followed by the solvent (10 ml) then 2- cyanophenol (1.2g), base (1.5 mol equivalents) and the compound being tested as a catalyst (15 mol%). The reaction mixtures were held, with stirring, at 400C for 4hrs, then at 6O0C for 2 hrs. The reaction was monitored for formation of product, throughout the hold period, by Gas Chromatography. Results are recorded as area % levels of methyl (¡ê)-2-{2-[6- chloropyrimidin-4-yloxy]phenyl}-3-methoxyacrylate (II) and methyl (E)-2-{2-[6-(2- cyanophenoxy)pyrimidin-4-yloxy]phenyl}-3-methoxyacrylate (I) in the reaction mixture.The following systems were tested:TABLE l The results are shown in Table 2 below:TABLE 2; Further screening experiments, using DMF as a solvent, were carried out as detailed below: Methyl (¡ê)-2-{2-[6-chlororhoyrimidin-4-yloxy]ph.enyl}-3-methoxyacrylate (H) (6.4g of 45.2% strength solution in DMF) was charged to the reaction tube followed by further DMF (6.4 g), 2-cyanophenol (1.2g), potassium carbonate (1.5 mol equivalents) and the compound being tested as a catalyst (10 mol%). The reaction mixtures were held, with stirring, at 4O0C for 4hrs, then at 6O0C for 2 hrs. The reaction was monitored for loss of starting material and formation of product, throughout the hold periods, by Gas Chromatography. Results are recorded as area % levels of methyl (E)-2-{2-[6-chloropyrimidin-4-yloxy]phenyl}-3- methoxyacrylate (II) and methyl (2s)-2-{2-[6-(2-cyanophenoxy)pyrimidin-4-yloxy]phenyl}-3- methoxyacrylate (I) in the reaction mixture.The following systems were tested:TABLE 3The results are shown in Table 4 below:

At the same time, in my other blogs, there are other synthetic methods of this type of compound,131860-97-4, (E)-Methyl 2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyacrylate, and friends who are interested can also refer to it.

Reference:
Patent; SYNGENTA LIMITED; WO2008/43977; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia