Category: 956317-36-5

New discoveries in chemical research and development in 2021. The transformation of simple hydrocarbons into more complex and valuable products via catalytic C–H bond functionalisation has revolutionised modern synthetic chemistry. 956317-36-5, name is 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. 956317-36-5

21.3g (105mmol) of 5-methyl -2- (2H-1,2,3- triazole -2-) benzoic acid was suspended in isopropyl acetate (230mL) was added 2.2mL of DMF, in a nitrogen atmosphere, was slowly added 15.3g oxalyl chloride, control the deflation rate, maintaining the reaction temperature at 20-25 , after the reaction became a clear solution, distilled under reduced pressure at not more than 30 , only to the remaining 100 ml of volume, then add 230 ml of isopropyl acetate, and then the solvent was evaporated to only 100 ml of this solution was added 450 ml of isopropyl acetate to give 5-methyl -2- (2H- 1,2,3-triazole -2-) benzoyl chloride solution.

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Reference:
Patent; China Resources Double-Crane Pharmaceutical Co., Ltd.; Liu, kaixiang; Zhou, Yisui; Li, Kai; (20 pag.)CN105330657; (2016); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Research speed reading in 2021. We’ll be discussing some of the latest developments in chemical about CAS: 956317-36-5, name is 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C10H9N3O2

5-methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid (11.94 gm, 0.058 moles) and DCM (15 ml) were charged in round bottom flask at room temperature. The reaction mixture was cooled to 0-5 C. and oxalyl chloride (5.07 mL, 0.058 moles) was added under inert atmosphere followed by the addition of DMF (1.18 mL, 0.0152 moles). The temperature of reaction mixture was raised to RT and stirred for 2 h. (R)-1-benzyl-5-methyl-1,4-diazepane (12 g, 0.058 moles, formula VII. DBT salt was neutralized with NaOH to obtain free base), triethyl amine (16.57 mL, 0.1176 moles) and DCM (500 mL) were taken in another RBF at 0-5 C. and stirred at room temperature for 2 h. The resulting mixture was slowly added to mixture containing triazole at 0-5 C. and stirred. The progress of the reaction was monitored by TLC. After completion of the reaction, the reaction mixture was diluted with water and extracted with DCM (2*7.5 mL). The combined organic layer was dried over Na2SO4 and concentrated under reduced pressure to give crude material. The obtained crude material was purified by column chromatography using silica gel (60-120 mesh), 2% MeOH-DCM as an eluent to give (R)-(4-benzyl-7-methyl-1,4-diazepan-1-yl)(5-methyl-2-(2H-1,2,3-triazol-2-yl)phenyl)methanone (Formula IX, 18 g) as a brown color liquid. The obtained crude compound was used for the next step without any further purification.

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Reference:
Patent; DR. REDDY’S LABORATORIES LIMTED; IQBAL, Javed; DAHANUKAR, Vilas Hareshwar; ORUGANTI, Srinivas; KANDAGATLA, Bhaskar; (23 pag.)US2016/168138; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

New discoveries in chemical research and development in 2021. Chemo-enzymatic cascade processes are invaluable due to their ability to rapidly construct high-value products from available feedstock chemicals in a one-pot relay manner. 956317-36-5, name is 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C10H9N3O2

5-Methyl-2- (2H-1, 2, 3-triazole-2-yl) benzoic acid (2.03 g, 10 mmol) was dissolved in anhydrous dichloromethane (20 mL) in a 100 mL of single-necked round-bottomed flask, and thionyl chloride (15 mL, 200 mmol) and pyridine (0.15 mL, 2 mmol) were added slowly. The reaction mixture was gradually warmed to reflux and reacted for 3 h. The solvent was removed slowly in vacuo. The resulting product was used directly in the next reaction.

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Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; JIN, Chuanfei; GAO, Jinheng; ZHANG, Ji; (107 pag.)WO2017/12502; (2017); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 956317-36-5, New discoveries in chemical research and development in 2021. We’ll be discussing some of the latest developments in chemical about CAS: 956317-36-5, name is 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid, 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.

General procedure: TEA (1.20 mL, 8.63 mmol) was added to a solution of N-ethyl-2[3-(5-fluoro-pyridin-2-yl)-1H-pyrazol-l-yl] ethanamine dihydrochloride(0.50 g, 1.63 mmol) in CHC13 (5 mL) at room temperature.5-methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid (0.36 g, 1.79 mmol)and propylphosphonic acid anhydride (cyclic trimer) (50% solutionin DMF [approximately 1.6 mol/L], 1.32 mL, 2.12 mmol) wereadded to the reaction solution under cooling in ice water. Theresultant mixture was stirred at 50 C for 5 h. After standing untilcooled to room temperature, water was added thereto, followedby extraction with CHCl3. The organic layer was washed with brine.Then, the organic layer was dried over MgSO4 and the desiccantwas filtered off. Then, the solvent was distilled off under reducedpressure. The obtained residue was purified by column chromatography(20-80% EtOAc in hexanes) and washed with Et2O to yieldthe title compound 4a as a colorless powder (0.51 g, 75%).

Therefore, this conceptually novel strategy might open impressive avenues to establish green and sustainable chemistry platforms.In my other articles, you can also check out more blogs about 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid.

Reference:
Article; Suzuki, Ryo; Nozawa, Dai; Futamura, Aya; Nishikawa-Shimono, Rie; Abe, Masahito; Hattori, Nobutaka; Ohta, Hiroshi; Araki, Yuko; Kambe, Daiji; Ohmichi, Mari; Tokura, Seiken; Aoki, Takeshi; Ohtake, Norikazu; Kawamoto, Hiroshi; Bioorganic and Medicinal Chemistry; vol. 23; 6; (2015); p. 1260 – 1275;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 956317-36-5, New Advances in Chemical Research in 2021.Reactions catalyzed within inorganic and organic materials and at electrochemical interfaces commonly occur at high coverage and in condensed media, 956317-36-5, name is 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid, molecular formula is C10H9N3O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

A solution of 2-iodo-5-methylbenzoic acid (4.0 g, 15.3 mmol) in DMF (10 mL) was treated with 1 ,2,3-triazole (2.1 g, 30.5 mmol), CsCO3 (9.95 g, 30.5 mmol), CuI (0.145 g, 0.76 mmol) and trans-N,N’-dirnethylcyclohexane-l,2-diamine (0.43 g, 3.05 mmol). The mixture was heated at 120 0C for 10 min in a microwave reactor. The reaction was cooled to rt, diluted with water, and washed with EtOAc. The aqueous phase was acidified with IN HCl and extracted with EtOAc. The organic layer was dried over Na2SO4, filtered and concentrated. The residue was purified by gradient elution on SiO2 (0 to 50% EtOAc in water with 0.1% TFA) to give the desired A-3. A portion of this acid (0.1 1 g, 0.53 mmol) was treated with thionyl chloride (0.59 g, 5.3 mmol) in dichloromethane (5.0 mL) at rt. After stirring at RT for 1 h, the mixture was concentrated, azeotroping with benzene to yield acid chloride A-3.

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Reference:
Patent; MERCK & CO., INC.; WO2009/11775; (2009); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 956317-36-5, New Advances in Chemical Research in 2021.In classical electrochemical theory, both the electron transfer rate and the adsorption of reactants at the electrode control the electrochemical reaction. 956317-36-5, name is 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid, molecular formula is C10H9N3O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

General procedure: 1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride(WSCHCl) (37.4 g, 0.20 mol) was added to a solution of Nethyl-2[3-(5-fluoro-pyridin-2-yl)-1H-pyrazol-1-yl] ethanaminedihydrochloride (50 g, 0.16 mol), 5-methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid (33.9 g, 0.18 mol), 1-hydroxy-1H-benzotriazolehydrate (HOBtH2O) (26.4 g, 0.20 mol) and triethylamine (TEA)(39.5 g, 0.39 mol) in THF (500 mL) at 0 C, followed by stirring atroom temperature for 20.5 h. The solvent of the reaction solutionwas distilled off under reduced pressure. An aqueous NaHCO3 solutionand EtOAc were added to the resulting residue, followed byextraction with EtOAc. The organic layer was washed with water,and the solvent was distilled off under reduced pressure to yieldthe crude product (72 g). An additional 196.7 g of the crude productwas synthesized using the same method from N-ethyl-2[3-(5-fluoro-pyridin-2-yl)-1H-pyrazol-1-yl] ethanamine dihydrochloride(140 g, 0.46 mol) and 5-methyl-2-(2H-1,2,3-triazol-2-yl)benzoicacid (94.8 g, 0.50 mol). The obtained crude product (268.7 g) wasrecrystallized with heptane and EtOAc. The deposited solid wasthen collected by filtration. The obtained solid was dried by heatingunder reduced pressure to yield the title compound 27e as acolorless powder (217.3 g).

The potential utility of systematic synthetic strategy will be applicable to efficient generations of chemical libraries of compounds to find ‘hit’ molecules.Read on for other articles about 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid, hurry up and to see.

Reference:
Article; Suzuki, Ryo; Nozawa, Dai; Futamura, Aya; Nishikawa-Shimono, Rie; Abe, Masahito; Hattori, Nobutaka; Ohta, Hiroshi; Araki, Yuko; Kambe, Daiji; Ohmichi, Mari; Tokura, Seiken; Aoki, Takeshi; Ohtake, Norikazu; Kawamoto, Hiroshi; Bioorganic and Medicinal Chemistry; vol. 23; 6; (2015); p. 1260 – 1275;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 956317-36-5, New Advances in Chemical Research in 2021. The prevalence of solvent effects in heterogeneous catalysis in condensed media has motivated developing quantitative kinetic,A common heterocyclic compound, 956317-36-5, name is 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid, molecular formula is C10H9N3O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

The 5 – methyl -2 – (2 H – 1, 2, 3 – triazole -2 – yl) benzoic acid (2.03 g, 10 mmol) is added to the 100 ml round bottom flask in the single port, for anhydrous dichloromethane (20 ml) dissolved, then slowly adding thionyl chloride (15 ml, 200 mmol) and pyridine (0.15 ml, 2 mmol). The reaction solution gradually heating to reflux, the reaction 3 hours after stopping the reaction, cooling, slowly evaporating the solvent under reduced pressure, the obtained product can be directly into the next step.

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Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Jin Chuanfei; Zhang Yingjun; Xue Yaping; Lao Jinhua; Nie Biao; Xu Juan; (35 pag.)CN107759620; (2018); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 956317-36-5, New Advances in Chemical Research in 2021. The transformation of simple hydrocarbons into more complex and valuable products via catalytic C–H bond functionalisation has revolutionised modern synthetic chemistry. 956317-36-5, name is 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid, molecular formula is C10H9N3O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

A round bottom flask equipped with a magnetic stirrer bar was successively charged with5-methyl-2-(2H-1,2,3-triazole-2-yl)benzoic acid (3.0 g, 14.8 mmol, 1 equiv),N-hydroxysuccinimide (1.84 g, 15.54 mmol, 1.05 equiv), EDC hydrochloride (3.04 g, 15.54 mmol, 1.05 equiv), and dichloromethane (74 mL). The reaction mixture was stirred at ambient temperature for 1.5 h, followed by addition of H20 (74 mL). The aqueous layer was separated and extracted twice with dichloromethane (74 mL). The combined organiclayers were washed in brine, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure, yielding 2,5 -dioxopyrrolidin- 1 -yl 5 -methyl-2-(2H- 1 ,2,3-triazole-2-yl)benzoate (4.4 g, 99 %) as a brownish solid.?H NMR (500 MHz, CDC13) oe = 7.84 (s, 2H), 7.79 (d, J = 8.25 Hz, 1H), 7.77 (d, J = 1.35 Hz, 1H), 7.52 (dd, J = 1.40, 8.25 Hz, 1H), 2.85 (br s, 4H), 2.48 (s, 3H)?3C NMR (125 MHz, CDC13) oe = 168.9, 162.3, 139.0, 136.7, 136.2, 134.3, 131.2, 124.1,121.4, 25.8, 21.1

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Reference:
Patent; SANDOZ AG; HOeFERL-PRANTZ, Kathrin; BARTH, Roland; RICHTER, Frank; ZUPANCIC, Borut; (126 pag.)WO2016/20403; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 956317-36-5, New Advances in Chemical Research in 2021. Chemo-enzymatic cascade processes are invaluable due to their ability to rapidly construct high-value products from available feedstock chemicals in a one-pot relay manner. 956317-36-5, name is 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid, molecular formula is C10H9N3O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

General procedure: A mixture of the primary amine, 5-methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid 31 (0.33 g, 1.6 mmol), N,N-diisopropylethylamine(DIPEA, 2.5 mL, 14.7 mmol), and 1-[bis(dimethylamino)methylene]-1H-1,2,3-triazolo[4,5-b]pyridinium 3-oxide hexafluorophosphate(HATU, 0.91 g, 2.4 mmol) in DMF (3.2 mL) was stirredat room temperature for 17 h. The reaction was quenched by theaddition of water, and the mixture was extracted with EtOAc.The organic layer was washed with brine, dried over Na2SO4, filtered,and concentrated under reduced pressure. The resulting residuewas purified by preparative HPLC to obtain the title compound7a as a colorless solid (0.18 g, 28% over 2 steps).

In the meantime we’ve collected together some recent articles in this area about 956317-36-5 to whet your appetite. Happy reading!

Reference:
Article; Futamura, Aya; Nozawa, Dai; Araki, Yuko; Tamura, Yunoshin; Tokura, Seiken; Kawamoto, Hiroshi; Tokumaru, Yuichi; Kakihara, Sora; Aoki, Takeshi; Ohtake, Norikazu; Bioorganic and Medicinal Chemistry; vol. 25; 20; (2017); p. 5203 – 5215;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

New discoveries in chemical research and development in 2021. Chemo-enzymatic cascade processes are invaluable due to their ability to rapidly construct high-value products from available feedstock chemicals in a one-pot relay manner. 956317-36-5, name is 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid

The reaction flask was sequentially charged with 5-methyl-2- (2H- 1,2,3-triazol-2-yl) benzoic acid (4.65 g, 22.89 mmol)N, N-dimethylformamide (3 drops), dichloromethane (52 mL), thionyl chloride (2.79 mL, 34.33 mmol)The system was stirred at room temperature for 2 hours. Then, the reaction system was concentrated under reduced pressure at 40 C,5.06 g of 5-methyl-2- (2H-1,2,3-triazol-2-yl) benzoyl chloride was obtained as a yellow oil.

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Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; He Bifei; Liu Guangyuan; Fan Yuping; Wang Zhongqing; Luo Zhonghua; (10 pag.)CN107304204; (2017); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics