Category: 64922-04-9

Adding a certain compound to certain chemical reactions, such as: 64922-04-9, name is Ethyl 1H-1,2,4-triazole-5-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 64922-04-9, Formula: C5H7N3O2

(C-67) To a suspension of 1H-[1,2,4]triazole-3-carboxylate ethyl ester(Farmako, 1997, 52, p429)(1.0 g, 7.09 mmol)in ethanol(25 ml), were added 20% sodium ethoxide ethanol solution 3.3 ml and 4-fluorobenzylbromide(0.93 ml, 7.46 mmol) under ice-cooling and the mixture was stirred for 1.5 hour, Further, the mixture was stirred at room temperature for 30 minutes and at 80C for 40 minutes.. After cooling, water was added to the solution and the mixture was extracted with ethyl acetate.. The extract was washed with saturated brine and dried, then the solvent was evaporated under reduced pressure.. The residue was purified with silica gel column chromatography(ethyl acetate:n-hexane=1:1-1:3)to give 1-(4-fluorobenzyl)-1H-[1,2,4]triazole-3-carboxylate ethyl ester(754 mg, yield:42%). NNR(CDCl3)delta: 1.44(3H, t, J=7.2Hz), 4.48(2H, t, J=7.2Hz), 5.39(2H, s), 7.00-7.13(2H, m), 7.25-7.34(2H, m), 8.08(1H, s).

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; SHIONOGI & CO., LTD.; EP1422218; (2004); A1;,
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. 64922-04-9, name is Ethyl 1H-1,2,4-triazole-5-carboxylate, A new synthetic method of this compound is introduced below., Recommanded Product: Ethyl 1H-1,2,4-triazole-5-carboxylate

A solution of 613 mg (14.0 mmol) of sodium hydride in 10 ml of 1-methyl-2-pyrrolidinone is cooled to 0 – 5C and treated dropwise with a solution of 1.74 g (12.4 mmol) of 1H-[1,2,4]triazole-3-carboxylic acid ethyl ester in 10 ml of 1-methyl-2-pyrrolidinone over 8 minutes. The mixture is stirred for 1 hour at 0 – 5C and a solution of 3.00 g (11.2 mmol) of 5-fluoro-2-nitro-4-trifluoromethyl-benzoic acid methyl ester in 10 ml of 1-methyl-2-pyrrolidinone is added. The mixture is allowed to warm slowly to room temperature and stirred for 18 hours under N2. It is poured into water and extracted with ethyl acetate. The organic phase is separated and dried over NaaSO^ filtered and concentrated in vacuo. The residue is purified by flash chromatography (SiO2, hexane / ethyl acetate 1:1) and the mixed fractions are recrystallized in toluene to provide overall 3.12 g (71 %) of 1-(5-methoxycarbonyl-4-nitro-2-trifluoromethyl-phenyl)-1H-[1,2,4]triazole-3-carboxylic acid ethyl ester, m.p. 190 – 192C.

The synthetic route of 64922-04-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2006/10591; (2006); A2;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 64922-04-9, 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. 64922-04-9 name is Ethyl 1H-1,2,4-triazole-5-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.

Preparation of Intermediate 1: 4-(3-Methanesulfonyloxymethyl-[l,2,4]triazol-l- yl)-piperidine-l-carboxylic acid tert-butyl esterStep 1: 4-(3-Methoxycarbonyl-[l,2,4]triazol-l-yl)-piperidine-l-carboxylic acid tert-butyl ester; To a solution of IH-[1, 2,4]triazole-3-carboxylic acid ethyl ester (1.05 g, 8.23 mmol) in dimethylformamide (50 rnL) was added sodium hydride (60%, 0.395 g, 9.88 mmol). The solution was stirred at room temperature for 20 minutes followed by 1 hour at 70 0C. 4-methanesulfonyloxy-piperidine-l-carboxylic acid tert-butyl ester (2.3 g, 8.23 mmol) was then added in a single portion and heated at 70 0C for 40 hours. The solution was cooled to 0 0C and the salt precipitate was removed by filtration. The filtrate was diluted with dichloromethane and washed with water, brine, dried over sodium sulfate, filtered and concentrated in vacuo. The residue was purified by flash chromatograph on silica gel with Hexanes and EtOAc to afford the desired product. 1H NMR (CDCl3): 5 8.18 (IH, s), 4.40 (IH, m), 4.22 (2H, m), 3.96 (3H, s), 2.82 (2H, m), 2.12 (2H, m), 1.94 (2H, m), 1.41 (9H, s).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Ethyl 1H-1,2,4-triazole-5-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; METABOLEX, INC.; WO2009/14910; (2009); A2;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 64922-04-9, name is Ethyl 1H-1,2,4-triazole-5-carboxylate, molecular formula is C5H7N3O2, 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. 64922-04-9

Example 1.10: Preparation of l-ethyl-lH-[l,2,,4~|triazole~3-carboxyric acid methyl ester and 1 -ethyl- IH-[1, 2,4]triazole-5-carboxylic acid methyl esterTo a suspension of IH-[1, 2,4]-triazole-3-carboxylic acid methyl ester (25 g, commercially available) in dry lambdazetaN-dimethylformamide (200 ml) at O0C under an atmosphere of nitrogen was added in portions sodium hydride (60% by weight dispersion in mineral oil) (8.66 g). On complete addition, the mixture was stirred for 1 hour at ambient temperature then re-cooled to O0C and ethyl iodide (15.5 ml) was added. The reaction mixture was stirred for 1 hour, stored for 18 hours then treated with aqueous ammonium chloride (IM) and concentrated to give a yellow oil. The oil was dissolved in chloroform (300 ml), washed with water (100 ml), dried over magnesium sulfate and concentrated. The oil that remained was washed with hexane and then triturated with diethyl ether to give a mixture of l-ethyl-lH-[l,2,4]triazole-3-carboxylic acid methyl ester and 1 -ethyl- IH-[1, 2,4]triazole-5-carboxylic acid methyl ester which was used without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 64922-04-9, its application will become more common.

Reference:
Patent; SYNGENTA LIMITED; WO2008/74991; (2008); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics