53554-29-3 | Pyrimidines

09/9/2021 News The origin of a common compound about 53554-29-3

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 53554-29-3, Ethyl 2-(methylthio)-6-oxo-1,6-dihydropyrimidine-5-carboxylate.

Related Products of 53554-29-3, 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. 53554-29-3, name is Ethyl 2-(methylthio)-6-oxo-1,6-dihydropyrimidine-5-carboxylate, molecular formula is C8H10N2O3S, 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.

In a 500 mL autoclave, Compound 1 (214 g, 1 mol) and 200 mL of 30% by mass of hydrogen peroxide were added.Gradually heat up to 120 C to carry out the reaction, after the reaction is over,The autoclave was cooled to room temperature, and the reaction solution was spun dry.Recrystallization from ethanol gave a white solid in a yield of 95%.

Reference:
Patent; Chongqing Aoshe Biochemical Co., Ltd.; Cui Zhenwei; Zhang Weiwei; Zhang Fuqing; (8 pag.)CN109232542; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

The origin of a common compound about Ethyl 2-(methylthio)-6-oxo-1,6-dihydropyrimidine-5-carboxylate

Application of 53554-29-3, 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 53554-29-3, name is Ethyl 2-(methylthio)-6-oxo-1,6-dihydropyrimidine-5-carboxylate. This compound has unique chemical properties. The synthetic route is as follows.

the ethyl 4-hydroxy-2-methylsulfanyl-5-carboxylate obtained in the step S1 (55.6 g, 0.26 mol) was added to 150 mL of acetonitrile.Stir for 25min,Slowly add 135 mL of POCl3 to the reaction solution.After the addition is completed,The reaction solution was heated to reflux for 6 h.Then the reaction solution is slightly cold,The reaction solution was concentrated and the residue was poured into an ice water mixture and stirred.Adjust the pH of the reaction solution to neutral with saturated sodium bicarbonate solution.When a large amount of white solid precipitates, suction filtration is performed.The filter cake is used in turn (135mL × 3),Anhydrous ethanol (30 mL × 3) was rinsed.Then dried in vacuo to give a white solid (47.8 g, 77%);

Reference:
Patent; Suzhou Zhonglian Chemical Pharmaceutical Co., Ltd.; Yang Huxing; Huang Junhao; Luo Xinzu; (12 pag.)CN108707141; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

New downstream synthetic route of 53554-29-3

General procedure: To a Radley reaction carousel tube, add 1 equivalent 1, 1.1 equivalents of the amine, a stir bar, and 5 mL 95% ethanol. Reflux while stirring for 24 hours. After cooling to room temperature the resulting precipitate was collected by vacuum filtration, washing with 10 mL deionized water and 5 mL chloroform.

Reference:
Article; Watkins, Sydney M.; Ghose, Debarati; Blain, Joy M.; Grote, Dakota L.; Luan, Chi-Hao; Clare, Michael; Meganathan; Horn, James R.; Hagen, Timothy J.; Bioorganic and Medicinal Chemistry Letters; vol. 29; 20; (2019);,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Extended knowledge of 53554-29-3

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. 53554-29-3, Ethyl 2-(methylthio)-6-oxo-1,6-dihydropyrimidine-5-carboxylate, other downstream synthetic routes, hurry up and to see.

Application of 53554-29-3, Adding some certain compound to certain chemical reactions, such as: 53554-29-3, name is Ethyl 2-(methylthio)-6-oxo-1,6-dihydropyrimidine-5-carboxylate,molecular formula is C8H10N2O3S, 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 53554-29-3.

Ethyl 4-hydroxy-2-(methylthio)pyrimidine-5-carboxylate (6; 10 g;46.7 mmol) was dissolved in a mixture of dioxan and chloroform (1:1;262 mL). Reaction mixture was cooled up to -2C, treated with m-CPBA (60%; 20.14 g, 70.0 mmol) and stirred for 50 min at 0 C.Reaction mixture was quenched by 10% aq. sodium metabisulfite(262 mL), extracted with chloroform and washed with aq. 10% sodiumbicarbonate. The organic layer was dried over sodium sulfate (40 g) andthe solvent was evaporated under reduced pressure to obtain ethyl 4-hydroxy-2-(methylsulfinyl)pyrimidine-5-carboxylate as a white solid.(8.6 g, 80%), which was further used in the next step without purification.To the mixture of ethyl 4-hydroxy-2-(methylsulfinyl)pyrimidine-5-carboxylate (8.6 g; 37.4 mmol) and PTSA (7.82 g; 41.1 mmol), dissolvedin NMP (80 mL) was added 4-(methylsulfonyl)aniline (6.99 g;37.4 mmol), at RT. The reaction mixture was heated at 100-110 C for1-2 h. After completion of reaction, the mixture was diluted with waterand the compound was extracted in EtOAc. Organic layer was driedover sodium sulfate, filtered and concentrated under vacuum to affordthe crude product. Crude product was purified by flash chromatographyover silica gel (100-200 mesh) with 2% MeOH/CHCl3 to get the ethyl4-hydroxy-2-((4-((methylsulfonyl) oxy)phenyl)amino) pyrimidine-5-carboxylate (7) (9.9 g, 75%). 1H NMR (DMSO-d6, 400 MHz) delta ppm 1.26(t, J = 7.0 Hz, 3H), 3.48 (s, 3H), 4.20 (q, J = 6.8 Hz, 2H), 6.57 (d,J = 9.2 Hz, 2H), 7.34 (d, J = 8.8 Hz, 2H), 8.49 (s, 1H), 9.75 (s, 1H),11.25 (s, 1H): ESI-MS: m/z Calcd for C14H16N3O6S [M+1]+ 354.35,found 354.58.

Reference:
Article; Argade, Anil; Bahekar, Rajesh; Bandyopadhyay, Debdutta; Chatterjee, Abhijit; Desai, Jigar; Desai, Ranjit C.; Ghoshdastidar, Krishnarup; Gite, Archana; Gite, Sanjay; Kumar, Jeevan; Mahapatra, Jogeswar; Panchal, Nandini; Patel, Bhaumin; Patel, Dipam; Patel, Harilal; Patel, Hoshang; S, Sachchidanand; Soman, Shubhangi; Sundar, Rajesh; Bioorganic Chemistry; vol. 99; (2020);,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Extended knowledge of Ethyl 2-(methylthio)-6-oxo-1,6-dihydropyrimidine-5-carboxylate

The synthetic route of 53554-29-3 has been constantly updated, and we look forward to future research findings.

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. 53554-29-3, name is Ethyl 2-(methylthio)-6-oxo-1,6-dihydropyrimidine-5-carboxylate, the common compound, a new synthetic route is introduced below. COA of Formula: C8H10N2O3S

The synthetic route of 53554-29-3 has been constantly updated, and we look forward to future research findings.

The important role of 53554-29-3

At the same time, in my other blogs, there are other synthetic methods of this type of compound,53554-29-3, Ethyl 2-(methylthio)-6-oxo-1,6-dihydropyrimidine-5-carboxylate, and friends who are interested can also refer to it.

Related Products of 53554-29-3, 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. 53554-29-3, name is Ethyl 2-(methylthio)-6-oxo-1,6-dihydropyrimidine-5-carboxylate. A new synthetic method of this compound is introduced below.

A new synthetic route of Ethyl 2-(methylthio)-6-oxo-1,6-dihydropyrimidine-5-carboxylate

Electric Literature of 53554-29-3, 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. 53554-29-3, name is Ethyl 2-(methylthio)-6-oxo-1,6-dihydropyrimidine-5-carboxylate. A new synthetic method of this compound is introduced below.

A mixture of 4-hydroxy-2-(methylsulfanyl)pyrimidine-5-carboxylic acid ethyl ester (50 g, 0.234 mmol), POC13 (110 mL, 1.17 mmol) and diethylamide (70 mL, 0.28 mmol) was refluxed for 5h. The solvent was removed under vacuum and the residue was dissolved in ice H2O and cautiously neutralized with aqueous NaHCO3. After extraction with EtOAc (3×400 mL), the organic extracts were combined, dried and concentrated to give 4-chloro-2- (methylsulfanyl)pyrimidine-5-carboxylic acid ethyl ester as a yellow solid (42 g, 77% yield).

Reference:
Patent; DECIPHERA PHARMACEUTICALS, LLC; WO2006/71940; (2006); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia