Category: pyrazoles-derivatives

Reference of 3528-45-8, These common heterocyclic compound, 3528-45-8, name is 1-(4-Methoxybenzyl)-1H-pyrazol-5-amine, 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 4: Synthesis of 3-(4-methoxybenzyl)-9-(methylsulfanyl)-6,7-dihydro-3H- pyrazolo[4′,3′:5,6]pyrido[4,3-f]quinazoline. To a mixture of (E)-6- ((dimethylamino)methylene)-2-(methylthio)-7,8-dihydroquinazolin-5(6H)-one (8 g, 32 mmol) and l-(4-methoxybenzyl)-lH-pyrazol-5 -amine (7.2 g, 35 mmol) was added trifluoroacetic acid (3 mL). The reaction mixture was heated at 100 0C for 16 hours. The reaction was cooled to room temperature and diluted with a 1 : 1 mixture of methanol and isopropanol (40 mL). The mixture was stirred for 30 minutes and filtered. The solid obtained was then further purified using flash column chromatography (SiO2, gradient from 100% chloroform to 2% EtOAc in chloroform) to give the desired product (3.0 g, 24%) as a yellow solid. 1H NMR (CDCl3, 400MHz): delta 9.52 (s, IH), 7.98 (s, IH), 7.82 (s, IH), 7.40 (d, J = 8.0 Hz, 2H), 6.82 (d, J = 8.0 Hz, 2H), 5.64 (s, 2H), 3.78 (s, 3H), 3.16 (t, J = 6.0 Hz, 2H), 3.10 (t, J = 6.2 Hz, 2H), 2.65 (s, 3H); LCMS [M+H]: 390.

The synthetic route of 3528-45-8 has been constantly updated, and we look forward to future research findings.

Application of 1453-58-3,Some common heterocyclic compound, 1453-58-3, name is 3-Methylpyrazole, molecular formula is C4H6N2, 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.

(a) 1-Benzenesulfonyl-3-methylpyrazole. A mixture of 3-methylpyrazole (5 g, 60.9 mmol), benzenesulfonyl chloride (8.55 mL, 67 mmol) and triethylamine (9.3 mL, 67 mmol) in acetonitrile was heated at reflux for 2 h, allowed to cool and concentrated. EtOAc (300 mL) was added and the solution was filtered and concentrated to provide a solid residue which was crystallised from EtOAc to give the title compound as an off-white powder (Yield:7.92 g, 58 percent).1H-NMR (DMSO-d6): delta 8.35 (d, 1 H), 7.97-7.94 (m, 2H), 7.78 (tt, 1 H), 7.66 (t, 2H),6.43 (d, 1 H), 2.17 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Methylpyrazole, its application will become more common.

Electric Literature of 89202-89-1, A common heterocyclic compound, 89202-89-1, name is 1,4-Dimethyl-1H-pyrazole-3-carboxylic acid, molecular formula is C6H8N2O2, 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.

1 ,4-Dimethyl-1 /-/-pyrazole-3-carboxylic acid (190 mg) was weighed to a round bottom flask and thionyl chloride (1 ml) was added. The reaction was heated to reflux for 6 h then overnight at RT. After this time thionyl chloride was evaporated and the residue azeotroped with toluene to afford the title compound, 200 mg.1H NMR (CDCIs) delta 7.2 (m, 1 H), 3.98 (s, 3H), 2.27 (s, 3H).

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.

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. 1260243-04-6, name is Ethyl 5-amino-1H-pyrazole-4-carboxylate, A new synthetic method of this compound is introduced below., COA of Formula: C6H9N3O2

General procedure: A mixture of ethyl-5-amino-1H-pyrazole-4-carboxylate 1 (1.0 mmol), an appropriate aldehyde 2 (1.0 mmol) and aterminal alkyne 3 (1.0 mmol) in acetic acid (5 mL) was stirred at 25 ¡ãC for 10 min. The mixture was then stirred at 60 ¡ãC under ultrasound using a laboratory ultrasonic bath SONOREX SUPER RK 510H model producing irradiationof 35 kHz for 30 min in the presence of air. The increase of bath temperature beyond 60 ¡ãC due to the prolonged ultrasound irradiation was controlled by adding cold water time to time. After completion of the reaction the mixture was cooled to room temperature, poured into ethyl acetate (25 mL) and washed with brine solution (2 x 15 mL) followed by 10percent NaHCO3 solution (2 x 15 mL). The organiclayer was collected, dried over anhydrous Na2SO4, filteredand concentrated under low vacuum. The residue isolatedwas purified by column chromatography over silica gel using3-8percent petroleum ether-EtOAc to give the desired 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.

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. 56426-35-8, name is Methyl 5-phenyl-1H-pyrazole-3-carboxylate, A new synthetic method of this compound is introduced below., name: Methyl 5-phenyl-1H-pyrazole-3-carboxylate

Intermediate 96 (320mg, 1.58mmol) was dissolved in THF/water (15mL, 1 :1), lithium hydroxide monohydrate (146mg, 3.48mmol) was added and the reaction mixture was stirred for 2h. The THF was removed in vacuo and the aqueous solution was acidified to pH 1 with 1M aq HCl. The precipitate was collected by filtration to give the title compound (232mg, 78%) as a yellow solid. LCMS: ES+ 189.0 [MH]+.

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.

Related Products of 110860-60-1,Some common heterocyclic compound, 110860-60-1, name is Methyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate, molecular formula is C6H9N3O2, 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 6] Production of (Pig-8): 6.8 Parts of the compound represented by formula (6) was added to a mixed solvent consisting of 28.7 parts of acetic acid, 5.1 parts of propionic acid and 1.8 parts of water and dissolved. This solution was ice-cooled to 5C, and 13.1 parts of 43% nitrosylsulfuric acid solution was added. During the addition, the temperature of the system climbed to 25C. After the addition of nitrosylsulfuric acid, a diazotization reaction was performed at 25C. After stirring for 1.5 hours, the reaction solution was cooled to 15C, and the excess nitrosylsulfuric acid was deactivated with urea to obtain a diazonium compound liquid preparation (step (a)). A solution obtained by adding and completely dissolving 7.4 parts of the compound represented by the following formula (9) in a mixed solution of 64.9 parts of acetic acid and 37.1 parts of sulfuric acid was prepared, and this solution was added to the diazonium compound liquid preparation above at 20C or less. After the completion of addition, the reaction was allowed to proceed at 20C for 1 hour to obtain an azo compound solution. During the reaction, precipitation of the pigment was not observed (that is, this solution was in a state of the obtained azo compound being completely dissolved) (step (b)). A poor solvent consisting of 210 parts of methanol and 30 parts of water was prepared and stirred at 15C and 250 rpm. In this poor solvent, the azo compound solution above was added dropwise (step (c)). After stirring as-is for 5 minutes, 292 parts of water was added and the produced powder was separated by filtration. The powder was added to 270 parts of water, and the excess acid was neutralized with aqueous ammonia. Filtration and water washing were again performed to obtain 12.5 parts (yield: 89.0%) of (Pig-8). The obtained pigment powder was observed with an eye through a transmission microscope (Electron Microscope JEM-1010, manufactured by JEOL Ltd.), as a result, the length in the long axis direction of the primary particle was 130 nm. Fig. 3 shows the IR spectrum of Pig-8.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate, its application will become more common.

Application of 5334-40-7,Some common heterocyclic compound, 5334-40-7, name is 4-Nitro-1H-pyrazole-3-carboxylic acid, molecular formula is C4H3N3O4, 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.

A) Methyl 1-methyl-4-nitro-1H-pyrazole-5-carboxylate To a suspension of 4-nitro-1H-pyrazole-3-carboxylic acid (37 g) and potassium carbonate (97.6 g) in DMF (600 mL), dimethyl sulfate (71.2 g) was added dropwise under ice cooling, and the mixture was stirred at room temperature for 16 hours. The reaction mixture was poured to water, followed by extraction with ethyl acetate. The extract was dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/petroleum ether) to obtain the title compound (8.62 g). 1H NMR (400 MHz, CDCl3) delta 4.02 (3H, s), 4.03 (3H, s), 8.01 (1H, s).

The synthetic route of 5334-40-7 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 35344-95-7, name is 1H-Pyrazole-4-carbaldehyde, belongs to pyrazoles-derivatives 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 35344-95-7, Formula: C4H4N2O

A solution of 3-[4-(bromomethyl)phenyl]-5-(trifluoromethyl)-1 ,2,4-oxadiazole (5.0 g, 15.5 mmol),1H-pyrazole-4-carbaldehyde (2.35 g, 23.2 mmol), and potassium carbonate (4.32 g, 30.9 mmol) in acetonitrile (62 mL) were sealed in a vial. The contents were irradiated with microwaves at 130¡ãC for 1 hour. Solids were removed by filtration, washed with ethyl acetate, and the mother liquors were concentrated under reduced pressure. The resultant residue was purified by flash chromatography oversilica gel (cyclohexane:EtOAc eluent gradient 1:0 to 0:1)to afford 362mg of the title compound as a white solid. LC/MS (Method A) retention time = 1.06 minutes, 352 (M+H). mp: 91 – 96¡ãC1H NMR (400 MHz, CDCI3)o ppm: 9.78 (s, 1H), 8.22 (d, 2H), 8.05 (s, 1H), 7.98 (s, 1H), 7.40 (d,2H), 5.40 (s, 2H).

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

Reference of 360056-45-7, These common heterocyclic compound, 360056-45-7, name is Methyl 4-amino-1H-pyrazole-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.

2,6-dichlorobenzoyl chloride (8.2 g; 39.05 mmol) was added cautiously to a solution of 4- amino-1 H-pyrazole-3-carboxylic acid methyl ester (5 g; 35.5 mmol) and triethylamine (5.95 ml; 42.6 mmol) in dioxane (50 ml) then stirred at room temperature for 5 hours. The reaction mixture was filtered and the filtrate treated with methanol (50 ml) and 2M sodium hydroxide solution (100 ml), heated at 50 0C for 4 hours, and then evaporated. 100 ml of water was added to the residue then acidified with concentrated hydrochloric acid. The solid was collected by filtration, washed with water (100 ml) and sucked dry to give 10.05 g of 4-(2,6-dichloro-benzoylamino)-1 H-pyrazole-3-carboxylic acid as a pale violet solid. (LC/MS: Rt 2.26, [M+H]+ 300 / 302).

The synthetic route of 360056-45-7 has been constantly updated, and we look forward to future research findings.

Application of 49633-25-2, 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. 49633-25-2, name is 3-Isopropylpyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 3-isopropyl-IH-pyrazole (380 mg, 3.45 mmol) inDMF (8 mE) were added iodomethane (2.50 g, 17.3 mmol) and K2C03 (1.40 g, 10.4 mmol). The suspension was stirred at 20 C for 16 h before it was diluted with H20 (20 mL) and extracted with Et20 (3 x20 mL). The combined organic layers were washed with brine, dried over anhydrous Na2SO4 and filtered. The filtrate was concentrated under reduced pressure to afford a mixture of 3 -isopropyl- 1-methyl- 1H-pyrazole and 5-isopropyl- 1-methyl- 1H-pyrazole as a brown solid (350 mg, 82%).

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