Category: 4928-88-5

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. 4928-88-5, name is Methyl 1H-1,2,4-triazole-3-carboxylate, A new synthetic method of this compound is introduced below., COA of Formula: C4H5N3O2

EXAMPLES; Synthesis of the methyl ester of 1-(2,3,5-tri-O-acetyl-beta-D-ribofuranosyl)-1H-1,2,4-triazole-3-carboxylic acid (triacetylribavirin, 3-carbomethoxy, TARC, IV, PG=CH3CO, R2=COOCH3); In a 6000 ml, 4-neck anhydrous reactor equipped with thermometer, condenser and mechanical stirrer, there are placed, while stirring and with a flow of nitrogen, 1680 ml of dichloromethane, 400 g of tetra-acetylribose (Fluka) and 185.2 g of 3-carbomethoxytriazole. The mixture is cooled to about 5°C and 360 g of tin tetrachloride are added to the suspension in a thin stream while stirring. The exothermy of the reaction is controlled by cooling with an ice bath so that the temperature does not exceed 15-20°C and, when the addition is finished, the reaction mixture is heated to reflux for 2 hours. It is cooled to 20°C with a water and ice bath in 15 minutes. Then 30percent hydrochloric acid (176.7 ml) and water (1503.3 ml) are added at a temperature below +20°C and stirring is carried out for 45 minutes; the mixture is left to dephase for 15 minutes, then the upper aqueous phase is separated from the rich organic phase which is subsequently treated with 30percent hydrochloric acid (176.7 ml) and water (1503.3 ml). After 45 minutes’ stirring, the mixture is left to dephase for 15 minutes and the upper aqueous phase is separated from the rich organic phase, which is subsequently treated with 30percent hydrochloric acid (176.7 ml) and water (1503.3 ml). After 45 minutes’ stirring, the mixture is left to dephase for 15 minutes and the phases are separated: the organic phase is distilled at atmospheric pressure (internal T approx. 45°C), and to the oily residue 3000 ml of toluene are added and the mixture is distilled under vacuum at about 200 mbar of residual pressure to a stirrable moist paste. It is cooled to 5-10°C for 2 hours and filtered over a Buchner filter while washing with toluene. 524 g of moist product are obtained, equal to 392 g dry product.

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; Clariant Life Science Molecules (Italia) SpA; EP1281715; (2003); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 4928-88-5, 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 4928-88-5 as follows.

Example 5; Scheme 7; Benzoic acid 2-acetoxy-5-(diethoxy- 1-[3-Benzoyloxy-5-(diethoxy-phospriorylmethoxy)- phosphorylmethoxy)-tetrahydro-furan-3-yl ester tpsitrahydro-furan-2-yl]-” * * 1H-[1,2,4]triazole-3-carboxylic acid methyl ester261 5 l-[3-Benzoyloxy-5-(diethoxy-phosphorylmethoxy)-tetrahydro-ftiotaran-2-yl]- UEf-[l,2,4]triazole-3-carboxylic acid methyl ester.; Benzoic acid 2-acetoxy-5-(diethoxy-phosphorylmethoxy)-tetrahydro-furcin-3-yl ester (170 mg, 0.4 mmol), lH-tlA^Triazole-S-carboxylic acid methyl ester (5110 mg, 0.4 mmol) and Bis-(p-nitrophenyl)rhohosphate were reacted according to literature procedure (J. Med. Chem. 2000, 43, 1019-1028). The desired product was isolated in 65percent yield (150 mg). 1H NMR (CDCIa, 300 MHz) delta 8.60 (s, IH), 8.00 (d, 2H, / = 7.8 Hz), 7.60 (t, IH, /= 7.2 Hz), 7.45 (app t, 2H, / = 7.7 Hz), 6.29 (d, IH, /= 1.5 Hz), 5.91-5.98 (m, IH), 5.67-5.71 (m, IH), 4.11-4.23 (m, 4H), 3.96-4.0415 (m, 4H), 3.85-3.92 (m, IH), 2.55-2.72 (m, 2H), 1.29-1.37 (m, 6H). 31P NMR (121.4 MHz, CDCl3) delta 19.8. LRMS (ESI) MH+ C20H27N3O9P requires 484.1 Found 483.8.

According to the analysis of related databases, 4928-88-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GILEAD SCIENCES, INC.,; WO2008/5542; (2008); A2;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 4928-88-5, name is Methyl 1H-1,2,4-triazole-3-carboxylate, belongs to triazoles compound, 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 4928-88-5, Quality Control of Methyl 1H-1,2,4-triazole-3-carboxylate

In a 250 ml of clean three-necked reaction flask provided with a thermometer and mechanical stirrer, add 90 g beta-D-ribofuranose-1,2,3,5-tetraacetate. Oil bath heat until beta-D-ribofuranose-1,2,3,5-tetraacetate is completely melted. Then add 37.8 g 1,2,4-triazolecarboxylic acid methyl ester and 0.6 g bis(4-nitrophenyl)phosphate. Start strirring. At 103 ¡ãC maintain temperature and stir for 10 min. At 108 ¡ãC high vacuum, react for 2h. Cool to 90 ¡ãC, by adding methanol, continue to stir until 50 ¡ãC white crystal the storm analyzes right and left of the, in -15 ¡ã C stirring crystallization 4 hours. Filtering, ice-methanol washing, for 65 ¡ãC drying, (II) 91.2g obtaining white RBV condensates, yield 84.2percent (with four acetylmethylene ribose idea ), (II) the content of the white RBV condensates to 98.1percent, purity of 99.1percent ( unitary method HPLC chromatographic area),

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:
Patent; Hubei Yitai Pharmaceutical Co., Ltd.; Wu, Xiaoyu; Zou, Zude; Xiong, Zuxiang; Huang, Linjun; Guo, Liangchen; Chen, Jin; (6 pag.)CN105732750; (2016); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 4928-88-5, 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. 4928-88-5, name is Methyl 1H-1,2,4-triazole-3-carboxylate belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 2 Preparation of methyl 1-(2,3,5-tri-O-Acetyl-beta-L-ribofuranosyl)-1,2,4-triazole-3-carboxylate Using a Mixture of beta/alpha-1,2,3,5-Tetra-O-acetyl-L-ribofuranose A 2 L flask was charged with 80.5 g of triazolemethylester, the above dichloromethane solution of beta/alpha-1,2,3,5-Tetra-O-acetyl-L-ribofuranose, and 37 g of acetic anhydride at ambient temperature.The mixture was distilled at atmospheric pressure (bath temperature, 90¡ã C.).When the pot temperature reached 85¡ã C. and the distillation became very slow, vacuum was applied (up to 30 mbar) and the distillation was continued for 40 minutes at 90¡ã C. (bath temperature) and then for another 40 minutes at 120¡ã C. (bath temperature, the pot temperature reached 117¡ã C.).The vacuum was released and 843 mg of triflic acid was slowly added.After the addition the vacuum was restored and the mixture was stirred at 115+-5¡ã C. (pot temperature) for 4 h.Upon the completion of the reaction the mixture was cooled to 70¡ã C. and to it was added 750 ML of 2B alcohol (ethyl alcohol).When a homogeneous solution was formed the mixture was cooled to 50¡ã C. and held until heavy precipitation formed (seeding might be necessary).The mixture was then slowly cooled to -5¡ã C. (bath temperature) in 2 h and held for at least 2 h.The solid was filtered, washed with 100 ML of cold 2B Alcohol (ethyl alcohol), and dried under vacuum at 50¡ã C. for 17 h to give 192.7 g (75.1percent yield from L-ribose) of methyl 1-(2,3,5-tri-O-acetyl-beta-L-ribofuranosyl)-1,2,4-triazole-3-carboxylate as an off-white solid.

The synthetic route of Methyl 1H-1,2,4-triazole-3-carboxylate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Dong, Zhiming; Zhang, Pingsheng; US2004/34213; (2004); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 4928-88-5, 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. 4928-88-5, name is Methyl 1H-1,2,4-triazole-3-carboxylate belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 13 A mixture of methyl 1,2,4-triazole-3-carboxylate (1.27 g, 0.01 mole) and beta-D-ribofuranosyl-1,2,3,5-tetraacetate (3.18 g, 0.01 mole) was melted and then 0.079 g of benzenesulfonic acid was added thereto. The reaction mixture was reacted for 5 hours, while maintaining the temperature of the reaction mixture at 95+-5¡ã C. And then, the reaction mixture was crystallized with 300.8 nm of methanol to give 3.08 g of 1-(2,3,5-tri-O-acetyl-beta-D-ribofuranosyl)-1,2,4-triazole-3-carboxylic acid methyl ester (yield: 80percent).

The synthetic route of Methyl 1H-1,2,4-triazole-3-carboxylate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Lee, Tai-Au; Park, Nam-Jin; Khoo, Ja-Heouk; Lee, Byung-Cheol; US2003/120064; (2003); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 4928-88-5, 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. 4928-88-5 name is Methyl 1H-1,2,4-triazole-3-carboxylate, 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.

EXAMPLE 1 1-(d,l-Tetrahydropyran-2-yl)-1,2,4-triazole-3-carboxamide A mixture of methyl 1,2,4-triazole-3-carboxylate (12.7 g, 0.10 mole), 2,3-dihydropyran (16 ml), bis(p-nitrophenyl) phosphate (0.10 g) and anhydrous dimethylformamide (100 ml) was heated at 75¡ã-80¡ã for 3 hrs. Additional 2,3-dihydropyran (8 ml) was added and heating at 75¡ã-80¡ã was continued for 3 hrs. The solvent was removed in vacuo and the residue was dissolved in ethyl acetate (150 ml). The ethyl acetate solution was washed with aqueous sodium hydrogen carbonate (two 25 ml portions) and water. The solution was dried over magnesium sulfate, filtered and the filtrate was evaporated to dryness. The crude product, methyl 1-(d,l-tetrahydropyran-2-yl)-1,2,4-triazole-3-carboxylate, was treated for 20 hrs at 25¡ã with methanol saturated with anhydrous ammonia. The solvent was removed in vacuo and the product was crystallized from ethanol to provide 14.0 g (71percent). Recrystallization from ethanol afforded 11.7 g (60percent) of pure 1-(d,l-tetrahydropyran-2 -yl)-1,2,4-triazole-3-carboxamide with mp 156¡ã-158¡ã. NMR (DMSO-d6) delta 8.82 (S, 1, H-5). Anal. Calcd for C8 H12 N4 O2: C, 48.97; H, 6.17; N, 28.56. Found: C, 48.95; H, 6.22; N, 28.42.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 1H-1,2,4-triazole-3-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; ICN Pharmaceuticals, Inc.; US3991078; (1976); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – 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. 4928-88-5, name is Methyl 1H-1,2,4-triazole-3-carboxylate, A new synthetic method of this compound is introduced below., Application In Synthesis of Methyl 1H-1,2,4-triazole-3-carboxylate

EXAMPLE 2 A mixture of methyl 1,2,4-triazole-3-carboxylate (26.4 g, 0.21 mole) and beta-D-ribofuranosyl-1,2,3,5-tetraacetate (60.2 g, 0.19 mole) was melted and then 1.1 g of p-toluenesulfonic acid was added thereto. The reaction mixture was reacted for 5 hours, while maintaining the temperature of the reaction mixture at 95+-5¡ã C. And then, the reaction mixture was crystallized with 300.8 me of methanol to give 65.9 g of 1-(2,3,5-tri-O-acetyl-beta-D-ribofuranosyl)-1,2,4-triazole-3-carboxylic acid methyl ester (yield: 90percent).

The synthetic route of 4928-88-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Lee, Tai-Au; Park, Nam-Jin; Khoo, Ja-Heouk; Lee, Byung-Cheol; US2003/120064; (2003); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 4928-88-5, These common heterocyclic compound, 4928-88-5, name is Methyl 1H-1,2,4-triazole-3-carboxylate, 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.

EXAMPLE 10 A mixture of methyl 1,2,4-triazole-3-carboxylate (1.27 g, 0.01 mole) and 1-O-acetyl-2,3,5-tri-O-benzoyl-beta-D-ribofuranose (5.04 g, 0.01 mole) was melted and then 0.095 g of p-toluenesulfonic acid was added thereto. The reaction mixture was reacted for 3 hours, while maintaining the temperature of the reaction mixture at 95+-5¡ã C. And then, the reaction mixture was crystallized with 25 ml of methanol to give 4.85 g of 1-(2,3,5-tri-O-benzoyl-beta-D-ribofuranosyl)-1,2,4-triazole-3-carboxylic acid methyl ester (yield: 85percent). NMR (CDCl3) delta (ppm): 3.96(d, 3H), 4.67-4.80(m, 2H), 4.87(m, 1H), 6.11(t, 1H), 6.16(q, 1H), 6.34(d, 1H), 7.38-8.07(m, 15H), 8.44(s, 1H)

The synthetic route of 4928-88-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Lee, Tai-Au; Park, Nam-Jin; Khoo, Ja-Heouk; Lee, Byung-Cheol; US2003/120064; (2003); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 4928-88-5,Some common heterocyclic compound, 4928-88-5, name is Methyl 1H-1,2,4-triazole-3-carboxylate, molecular formula is C4H5N3O2, 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.

Example 3A Methyl 1-(2,3,5-Tri-O-acetyl-beta-L-ribofuranosyl)-1,2,4-triazole-3-carboxylate (20) A mixture of methyl 1,2,4-triazole-3-carboxylate (0.64 g, 5 mmol), 1,2,3,5-tetra-O-acetyl-beta-L-ribofuranose (2) (1.5 g, 4.72 mmol) and bis(p-nitrophenyl)-phosphate (20 mg) were placed in a pear shaped flask and placed in a preheated oil bath at (160-165¡ã C.). The flask was connected to a water aspirator and kept at 160-165¡ã C. (oil bath temperature) under reduced pressure with stirring for 25 min. The reaction mixture was removed, cooled and diluted with EtOAc (150 mL) and sat. NaHCO3 (100 mL). The product was extracted in EtOAc. The organic extract was washed with water (100 mL) and brine (50 mL), dried and evaporated to dryness. The residue that obtained was purified by flash column of silica gel using CHCl3 –>EtOAc as the eluent. The pure fractions were collected and evaporated to dryness to give 1.2 g (66percent) of pure product: 1 H NMR (CDCl3) delta 2.10 (3s, 9H, 3 COCH3), 3.98 (s, 3H, OCH3), 4.22 (m, 1H), 4.46 (m, 2H), 5.54 (t, 1H), 5.76 (m, 1H), 6.04 (d, 1H, C1′,), and 8.38 (s, 1H, C3 H). Anal. Calc. for C15 H19 N3 O9 (385.22): C, 46.75; H, 4.97; N,10.91. Found: C, 46.82; H, 4.57; N=10.71.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 1H-1,2,4-triazole-3-carboxylate, its application will become more common.

Reference:
Patent; ICN Pharmaceuticals, Inc.; US6130326; (2000); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

These common heterocyclic compound, 4928-88-5, name is Methyl 1H-1,2,4-triazole-3-carboxylate, 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. Formula: C4H5N3O2

EXAMPLE 7 A mixture of methyl 1,2,4-triazole-3-carboxylate (26.4 g, 0.21 mole) and beta-D-ribofuranosyl-1,2,3,5-tetraacetate (60.2 g, 0.19 mole) was melted and then 1.8 g (0.05 eq.) of p-toluenesulfonic acid was added thereto. The reaction mixture was reacted for 5 hours, while maintaining the temperature of the reaction mixture at 95+-5¡ã C. And then, the reaction mixture was crystallized with 300.8 nm of methanol to give 61.7 g of 1-(2,3,5-tri-O-acetyl-beta-D-ribofuranosyl)-1,2,4-triazole-3-carboxylic acid methyl ester (yield: 85percent).

The synthetic route of Methyl 1H-1,2,4-triazole-3-carboxylate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Lee, Tai-Au; Park, Nam-Jin; Khoo, Ja-Heouk; Lee, Byung-Cheol; US2003/120064; (2003); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics