Triazoles

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. 16681-70-2, name is 1H-[1,2,3]Triazole-4-carboxylic acid belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 1H-[1,2,3]Triazole-4-carboxylic acid

[0674] Compound 10 (32 mg, 75 fllllOl, 1.0 eq.) was dissolvedinDMF(500 f.LL). lH-1,2,3-triazole-4-carboxylic acid(25 mg, 221 f.tmol, 3.0 eq.) was dissolved in DMF (500 f.LL),followed by the additionofDIPEA (51 f.LL, 297 f.tmol, 4.0 eq.)and HATU ( 42 mg, 111 f.tmol, 1.5 eq.). The solutions werestirred at room temperature for 20 minutes, then combinedand stirred at room temperature for an additional 20 minutesand when the reaction was complete (as determined byLC/MS analysis), the mixture was diluted with water (0.5mL), the pH adjusted to 4 with 10% citric acid, then washedwith EtOAc (2×20 mL). The aqueous phase was discardedand the combined organics were extracted with saturatedaqueous NaCl (10 mL). The aqueous phase was discarded andthe organic phase was dried over Na2S04 , filtered, and concentratedin vacuo, and purified by preparative HPLC to yieldthe title compound (11 mg; purity 99.6% ). LCMS (ESI): calc.C27H31N50 4=489; obs. M+H=490.2. Retention time: 4.23mm.

The synthetic route of 16681-70-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THERAVANCE BIOPHARMA R&D IP, LLC; Fleury, Melissa; Beausoliel, Anne-Marie; Hughes, Adam D.; Long, Daniel D.; Wilton, Donna A.A.; US2015/210690; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

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 7411-23-6 as follows. Application In Synthesis of 3,5-Dibromo-1H-1,2,4-triazole

A Compound WX122-1 (4 g) was dissolved in DMF (100 ml) and the resulting solution was cooled down to0C. NaH (846.3mg) was added in batch. Gas was generated during the process, and after 0.5 hour, MeI (2.6 grams)was added dropwise into the reaction solution which was slowly heated to 25C namely room temperature and stirredfor 12 hours. The reaction solution was poured into a saturated ammonium chloride solution (300ml), and extracted withethyl acetate (50ml33), and the organic phase was washed with a saturated sodium chloride solution (100ml). Theorganic phases were mixed and dried with anhydrous sodium sulfate, filtered, and concentrated under the reducedpressure. This compound was used directly in the next step and did not require purification. ESI m/z: [M+H]+= 242.

According to the analysis of related databases, 7411-23-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shandong Danhong Pharmaceutical Co., Ltd.; LUO, Zhi; LI, Xiaolin; YANG, Yaxun; YANG, Lele; LI, Peng; HE, Haiying; LI, Jian; CHEN, Shuhui; (155 pag.)EP3626699; (2020); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 10570-40-8, 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 10570-40-8 as follows.

Step 2. 40 mmol of 4-methyl-1,2,4-triazole and 80 mmol of ethyl chloride were stirred at 60 C under nitrogen atmosphere, and quaternized and refluxed for 24 h to cause quaternization reaction.The reaction product was washed with n-hexane and rotary evaporated to give a pale yellow liquid.1,2-Diethyl-4-methyl-1,2,4-triazole chloride 7.80 g

According to the analysis of related databases, 10570-40-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Nanjing Tech University; Guan Guofeng; Ding Jing; He Yuting; Li Xue; Yuan Dashui; Wan Hui; Wang Lei; (9 pag.)CN108250227; (2018); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 16681-70-2, The chemical industry reduces the impact on the environment during synthesis 16681-70-2, name is 1H-[1,2,3]Triazole-4-carboxylic acid, I believe this compound will play a more active role in future production and life.

lH-l,2,3-triazole-5-carboxylic acid (55.9 mg, 494 muiotaetaomicron) was combined with HATU (188 mg, 494 mupiiotaomicron) in DMF (0.5 mL) and stirred for 10 minutes; DIPEA (1.5 eq.) was added and the mixture was stirred for 1 minute. Compound 3 (200 mg, 494 muiotaetaomicron) was dissolved in DMF (1 mL) and DIPEA (259 mu^, 1.5 mmol) was added, followed by addition of the activated acid solution. The mixture was stirred for 30 minutes and the solvent was evaporated. The mixture was purified by normal phase chromatography (0-100% (0791) EtOAc/hexanes) to yield Compound 4 (100 mg).

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, 1H-[1,2,3]Triazole-4-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; THERAVANCE BIOPHARMA R&D IP, LLC; FLEURY, Melissa; BEAUSOLIEL, Anne-Marie; HUGHES, Adam D.; LONG, Daniel D.; WILTON, Donna A.A.; WO2015/116786; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 74205-82-6, These common heterocyclic compound, 74205-82-6, name is (1H-1,2,4-Triazol-1-yl)methanol, 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.

This compound was prepared from the condensation of four equivalents of 1H-(1, 2, 4)-triazol-1-ylmethanol (10 mmol, 1 g) with one equivalent of ethane-1,2-diamine (?99,0 %, Fluka, 2,5 mmol, 0,15 g) in anhydrous acetonitrile (?99,8 %, Sigma-Aldrich) as the solvent. The mixture was stirred under reflux for 4 h. Then, the solution was dried over anhydrous MgSO4. After filtration, the solvent was removed under reduced pressure and the obtained residue was washed with a mixture of dichloromethane (99.8 %, Sigma-Aldrich) and diethyl ether (3/1 ratio) to give an oily product, which was recrystallized with ethanol to yield white crystals.

Statistics shows that (1H-1,2,4-Triazol-1-yl)methanol is playing an increasingly important role. we look forward to future research findings about 74205-82-6.

Reference:
Article; Zerrouki; Allouchi; Nicola; El Kadiri; Bahari; Colin; Rietveld; Structural Chemistry; vol. 27; 2; (2016); p. 697 – 704;,
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. 815588-93-3, name is 1-Methyl-1H-1,2,4-triazole-5-carboxylic acid, A new synthetic method of this compound is introduced below., COA of Formula: C4H5N3O2

[00139] To a stirring solution of 7 (0.25 g, 0.88 mmol) in CH2C12 (20 mL) was added HOBt (178 mg, 1.32 mmol), EDCI.HCl (0.2 g, 1.00 mmol) followed by DIPEA (0.4 mL, 2.20 mmol) and Int-C (134 mg, 1.05 mmol) at 0¡ãC. The reaction mixture was stirred at RT for 16 h. After consumption of the starting material (by TLC), the reaction mixture was concentrated under reduced pressure to obtain crude product. This material was purified by column chromatography followed by prep-HP LC purification to afford Compound C (0.07 g, 21percent). 1H-NMR: (500 MHz, DMSO-d6): delta 8.09 (s, 1H), 7.89 (t, 1H), 7.25 (d, 1H), 7.12 (t, 1H), 4.93 (s, 1H), 4.19-4.15 (m, 2H), 4.03 (s, 3H), 3.96-3.91 (m, 4H), 3.44 (d, 1H), 2.25-2.20 (m, 3H), 1.97-1.91 (m, 2H), 1.07 (s, 3H). LCMS (m/z): 394.2 [M++l] HPLC Purity: 93percent

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; NAUREX, INC.; LOWE, John, A.; KHAN, M., Amin; WO2014/120800; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 27996-86-7,Some common heterocyclic compound, 27996-86-7, name is 4-[1,2,4]Triazol-1-yl-benzaldehyde, molecular formula is C9H7N3O, 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: Substituted benzaldehydes (0.04 mol) and sodium bisulfite (0.04 mol), dissolved in 20 mL of an ethanol and water mixture, were stirred for 1 h at room temperature. The formed sodium hydroxy(4-substituted phenyl)methanesulfonate salts were obtained by filtration.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-[1,2,4]Triazol-1-yl-benzaldehyde, its application will become more common.

Reference:
Article; Unsal-Tan, Oya; Ozadali-Sari, Keriman; Ayazgok, Beyza; Kuecuekk?l?nc, Tuba Tueylue; Balkan, Ayla; Medicinal Chemistry Research; vol. 26; 7; (2017); p. 1506 – 1515;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 7170-01-6, The chemical industry reduces the impact on the environment during synthesis 7170-01-6, name is 3-Methyl-1H-1,2,4-triazole, I believe this compound will play a more active role in future production and life.

200 mg of intermediate 35, 60% sodium hydride(Oil) 30 mg, and DMF 2 mL,47 mg of 3-methyl-1H-1,2,4-triazole was added under ice cooling. After stirring for 2.5 hours under ice cooling,Saturated multilayer aqueous solution was added to the reaction mixture,And extracted with ethyl acetate. The organic layer was washed with water,And saturated brine, and dried over anhydrous sodium sulfate. The obtained organic layer was dried under reduced pressure.The obtained residue was subjected to silica gel chromatography,120 mg of Compound 247 of the present invention described below was obtained.

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, 3-Methyl-1H-1,2,4-triazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Sumitomo Chemical; Ikari, Kaori; (123 pag.)JP2019/6686; (2019); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 60166-43-0,Some common heterocyclic compound, 60166-43-0, name is 1,4-Dimethyl-1H-1,2,3-triazole, molecular formula is C4H7N3, 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-1H-1,2,3-triazole (0.057 g, 0.588 mmol), potassium acetate (0.192 g,1.960 mmol), PdOAc2 (8.80 mg, 0.039 mmol) and di((3S,5S,7S)-adamantan-1-yl)(butyl)phosphine (cataCXium A) (0.028 g, 0.078 mmol) were suspended in 2- methylbutan-2-ol (2.57 ml, 23.51 mmol) under nitrogen. The reaction mixture was purged with nitrogen for 5 mm and then ()-5-(5-bromo-1-(4,4-difluorocyclohexyl)-1H- benzo[d]imidazol-2-yl)-1-(3,4-difluoro phenyl)pyrrolidin-2-one (0.2 g, 0.392 mmol) was added. The green suspension was heated to 100C for 24h. The reaction was cooledto RT and partitioned between EtOAc (40 mL) and water (30 ml). The organic phase was separated, washed with brine (25 ml) and then dried over MgSO4, filtered and concentrated in vacuo to afford a yellow oil.The crude product was purified by chromatography on silica gel (24 g column, 0-5% MeOH/DCM) to afford (S)-5-(1-(4,4- difluorocyclohexyl)-5 -(1 ,4-dimethyl- 1 H- 1,2,3 -triazol-5 -yl)- 1 H-benzo[d] imidazol-2-yl)-1-(3,4-difluorophenyl)pyrrolidin-2-one (69.5 mg, 33%) as beige solid; Rt 2.02 mm(method 1), mlz 527 (M+H)+ (ES+); 1H NIVIR (d6-DMSO) : 7.86 (ddd, J = 13.3, 7.4,2.7 Hz, 1H), 7.77 (d, J = 1.5 Hz, 1H), 7.67 (d, J = 8.5 Hz, 1H), 7.38 (q, J = 10.6, 9.2 Hz,1H), 7.32 (dd, J = 8.5, 1.7 Hz, 1H), 7.22 – 7.14 (m, 1H), 6.12 – 6.06 (m, 1H), 4.88 – 4.77(m, 1H), 3.90 (s, 3H), 2.81 -2.61 (m, 2H), 2.61 -2.42 (m, 3H), 2.31 -2.21 (m, 3H),2.19 (s, 3H), 2.17- 1.93 (m, 4H).

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

Reference:
Patent; CELLCENTRIC LTD; PEGG, Neil Anthony; TADDEI, David Michel Adrien; SHANNON, Jonathan; PAOLETTA, Silvia; QIN, Ting; HARBOTTLE, Gareth; (95 pag.)WO2018/73587; (2018); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 288-36-8,Some common heterocyclic compound, 288-36-8, name is 1H-1,2,3-Triazole, molecular formula is C2H3N3, 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.

Intermediate 52: 3-Fluoro-2-(2H-1 ,2,3-triazol-2-yl)benzoic acid.Step A: 3-Fluoro-2-(2H-1 ,2,3-triazol-2-yl)benzonitrile and 3-fluoro-2-(1 H- 1 ,2,3-triazol-1 -yl)benzonitrile. A mixture of 2,3-difluorobenzonitrile (4.0 g, 28.8 mmol), 2H-1 ,2,3-triazole (1 .9 g, 28.8 mmol) in DMF (85.0 mL) and K2C03 (7.9 g, 57.5 mmol) were heated to 125 C for 1 .5 h. After cooling to rt, water was added and the mixture extracted with EtOAc (2 X). The combined organics were washed with brine and dried (Na2S04). Purification via FCC (10-100% EtOAc in hexanes) gave two products. 3-Fluoro-2-(2H-1 ,2,3-triazol-2- yl)benzonitrile (1 .6 g, 29%), 1H NMR (CDCI3): 7.99 (s, J = 6.6 Hz, 2H), 7.67 – 7.63 (m, 1 H), 7.61 – 7.53 (m, 2H), 7.26 (s, 6 H) and 3-fluoro-2-(1 H-1 ,2,3-triazol- 1 -yl)benzonitrile (2.0 g, 38%) 1H NMR (CDCI3): 7.97 (dd, J = 4.4, 2.8 Hz, 1 H), 7.95 (d, J = 1 .2 Hz, 1 H), 7.70 (tt, J = 5.7, 2.8 Hz, 1 H), 7.65 (td, J = 8.1 , 4.9 Hz, 1 H), 7.62 – 7.57 (m, 1 H).

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

Reference:
Patent; JANSSEN PHARMACEUTICA NV; LETAVIC, Michael; RUDOLPH, Dale, A.; SAVALL, Brad, M.; SHIREMAN, Brock, T.; SWANSON, Devin; WO2012/145581; (2012); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics