Category: Triazoles

16681-70-2, name is 1H-[1,2,3]Triazole-4-carboxylic acid, belongs to Triazoles compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. SDS of cas: 16681-70-2

lH-l,2,3-triazole-4-carboxylic acid (50.8 mg, 449 muiotaetaomicron) and HATU (171 mg, 449 muiotaetaomicron) were dissolved in DMF (3 mL) and stirred for 15 minutes at room temperature. (2R,^R -4-Amino-2-azido-5-(5′-chloro-2′-fluorobiphenyl-4-yl)pentanoic acid ethyl ester (160 mg, 409 muiotaetaomicron) and DIPEA (214 mu^, 1.2 mmol) were added, and the mixture was stirred at room temperature for 15 minutes, at which time LCMS indicated the mass of the desired compound. The mixture was then concentrated in vacuo to yield Compound 1, which was used in the next step without purification.

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.; WO2015/116786; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 956317-36-5, 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. 956317-36-5 name is 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid, 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.

Step 2) Synthesis of 5-methyl-2- (2H-1, 2, 3-triazol-2-yl) benzoyl chlorideTo a solution of 5-methyl-2- (2H-1, 2, 3-triazol-2-yl) benzoic acid (2.03 g, 10 mmol) in anhydrous DCM (20 mL) were added sulfoxide chloride (15 mL, 206 mmol) and pyridine (0.15 mL, 2 mmol) slowly. The reaction was heated to reflux for 3 hours, and then cooled. The solvent was removed in vacuo to give a product, which was used directly in the next step.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid, and friends who are interested can also refer to it.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; JIN, Chuanfei; ZHANG, Ji; (90 pag.)WO2017/88759; (2017); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 7411-23-6, These common heterocyclic compound, 7411-23-6, name is 3,5-Dibromo-1H-1,2,4-triazole, 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: 3,5-Dibromo-1,2,4-triazole (1; 658 mg, 2.9 mmol) or 3-chloro-1,2,4-triazole (300 mg, 2.9 mmol), o-quinone methide precursor 2 (2.9mmol), and K2CO3 (1.2 g, 8.7 mmol) were refluxed for 4 h in DMF (10mL). After completion of the reaction, the mixture was cooled, andpoured into H2O (30 mL). The precipitate formed was collected by filtration,washed with H2O, dried, and recrystallized.

Statistics shows that 3,5-Dibromo-1H-1,2,4-triazole is playing an increasingly important role. we look forward to future research findings about 7411-23-6.

Reference:
Article; Osipov, Dmitry V.; Osyanin, Vitaly A.; Voskressensky, Leonid G.; Klimochkin, Yuri N.; Synthesis; vol. 49; 10; (2017); p. 2286 – 2296;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 13423-60-4, name is 1-Phenyl-1H-1,2,4-triazole, molecular formula is C8H7N3, 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. Safety of 1-Phenyl-1H-1,2,4-triazole

, mixing 100 mmol of sodium borohydride and 150 mmol of ammonium carbonate into 100 mmol of anhydrous dioxane, and adding 40 mmol of 1-phenyl -1, 2, 4-triazole, reacting at 70 DEG c for 12 hours under the protection of nitrogen, and filtering the crude product, and carrying out rotary evaporation to obtain a white solid product (a compound shown as a formula i/g) 7.81 g

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 13423-60-4, its application will become more common.

Reference:
Patent; Nanjing Tech University; Guan Guofeng; He Yuting; Ding Jing; Li Xue; Wan Hui; (9 pag.)CN108484654; (2018); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 61-82-5, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 61-82-5, name is 1H-1,2,4-Triazol-5-amine, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: 20 mg of gamma-Fe2O3Ph-PMO-NaHSO4 was added to a roundbottomflask containing an aromatic aldehyde (1 mmol), 3-amino-1,2,4-triazole 2 (1.0 mmol), b-diketones (dimedone 3, 1,3-cyclohexadione 4 or ethyl acetoacetate 5) (1.0 mmol) and stirredunder solvent-free conditions at 100 C in certain times. Meanwhile,the progress of the reactionwas indicated by TLC (n-hexane:ethyl acetate; 7:3). With completing the reaction, 3ml ethanol waspoured and the magnetic nanocomposite was separated in thepresence of a magnetic stirring bar; the reaction mixture becameclear. The crude product was recrystallized from ethanol to give thepure product. The pure products were characterized by conventionalspectroscopic methods. Physical and spectral data for theselected compounds are represented below.

The chemical industry reduces the impact on the environment during synthesis 1H-1,2,4-Triazol-5-amine. I believe this compound will play a more active role in future production and life.

Reference:
Article; Haghighat, Mahdieh; Shirini, Farhad; Golshekan, Mostafa; Journal of Molecular Structure; vol. 1171; (2018); p. 168 – 178;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

These common heterocyclic compound, 288-36-8, name is 1H-1,2,3-Triazole, 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. Quality Control of 1H-1,2,3-Triazole

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’-dimethylcyclohexane-1,2-diamine (0.43 g, 3.05 mmol). The mixture was heated at 120 C. for 10 min in a microwave reactor. The reaction was cooled to room temperature, diluted with water, and washed with EtOAc. The aqueous phase was acidified with 1N HCl and extracted with EtOAc. The organic layer was dried over Na2SO4, filtered and concentrated. The residue was purified by gradient elution on SiO2 (MeOH in DCM with 0.1% AcOH) to give the faster eluting 2-(2H-1,2,3-triazol-2-yl)-5-methylbenzoic acid A-2, followed by the undesired regioisomer isomer, 2-(1H-1,2,3-triazol-2-yl)-5-methylbenzoic acid. Data for A-2: 1HNMR (500 MHz, DMSO-d6) delta 12.98 (br s, 1H), 8.04 (s, 2H), 7.72-7.45 (m, 3H), 2.41 (s, 3H) ppm.

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

Reference:
Patent; Bergman, Jeffrey M.; Breslin, Michael J.; Coleman, Paul J.; Cox, Christopher D.; Mercer, Swati P.; Roecker, Anthony J.; US2008/132490; (2008); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 16681-70-2, 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. 16681-70-2 name is 1H-[1,2,3]Triazole-4-carboxylic acid, 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.

lH-l,2,3-triazole-4-carboxylic acid (9.8 mg, 87 muiotaetaomicron) and HATU (36.4 mg, 96 muiotaetaomicron) were combined in DMF (3.0 mL) and stirred at room temperature for 15 minutes. Compound 1 (49.3 mg, 106 muiotaetaomicron) and DIPEA (46 mu, 261 muiotaetaomicron) were added and the resulting solution was stirred at room temperature for 15 minutes, after which time LCMS indicated desired product formation. The solvent was removed in vacuo and the crude residue was purified by reverse phase chromatography.

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

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

Synthetic Route 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.

A mixture of 4-(1H-1,2,4-triazol-1-yl)benzaldehyde(0.025 mol) and thiosemicarbazide (0.025 mol) in ethanol(40 mL) was refluxed for 12 h. The reaction mixture wascooled and filtered. The product was crystallized fromethanol.M.p. 284.2 C.IR nu max (cm-1): 3423.65, 3257.77 (N-H stretching),3120.82 (Aromatic C-H stretching), 2987.74 (Aliphatic C-Hstretching), 1602.85, 1541.12, 1516.05, 1465.90 (C=N, C=Cstretching and N-H bending), 1438.90, 1375.25, 1357.89 (CHbending), 1276.88, 1209.37, 1151.50, 1112.93, 1043.49(C-N, C=S stretching and aromatic C-H in plane bending),979.84, 958.62, 945.12, 891.11, 871.82, 829.39, 804.32,671.23, 605.65 (Aromatic C-H out of plane bending).1H NMR (400 MHz, DMSO-d6) delta (ppm): 7.89 (d, J= 9.2Hz, 2H), 7.99 (d, J= 8.4 Hz, 2H), 8.08 (d, J= 15.6 Hz, 2H),8.25 (s, 2H), 9.37 (s, 1H), 11.51 (s, 1H).MS (ESI) (m/z): (M+H)+ 247Anal. Calcd for C10H10N6S: C, 48.77; H, 4.09; N, 34.12.Found: C, 48.74; H, 4.11; N, 34.13.

The synthetic route of 27996-86-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ciftci, Guel?en Akalin; Altintop, Mehlika Dilek; Temel, Halide Edip; Oezdemir, Ahmet; Kaplancikli, Zafer Asim; Letters in drug design and discovery; vol. 14; 5; (2017); p. 554 – 566;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 118863-62-0, name is 3-(4-Bromophenyl)-1H-[1,2,4]triazole, 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 118863-62-0, Quality Control of 3-(4-Bromophenyl)-1H-[1,2,4]triazole

Example 15 Preparation of 3-(4-bromophenyl)-1-(4-(trifluoromethoxy)phenyl)-1H-1,2,4-triazole (C7) 3-(4-Bromophenyl)-1H-1,2,4-triazole (C6) (10.9 g, 48.5 mmol), copper(I) iodide (2.38 g, 12.5 mmol), and cesium carbonate (30.3 g, 93.0 mmol) in a round-bottomed flask was flushed with nitrogen. Dimethylsulfoxide (85 mL) was added, followed by 1-iodo-4-(trifluoromethoxy)benzene (13.2 g, 45.8 mmol). The reaction was degassed for 5 minutes, then heated at 100 C. for 3 days. The reaction was cooled to room temperature, diluted with ethyl acetate, and filtered through a plug of Celite rinsing with ethyl acetate. To the filtrate was added saturated ammonium chloride and stirred for 1.5 hours. The layers were separated and the aqueous layer was extracted with ethyl acetate (3*). The combined organic layers were dried over magnesium sulfate, filtered, and concentrated onto Celite. Purification by flash column chromatography using 0-40% EtOAc/hexanes as eluent provided the title compound as an off-white solid (9.65 g, 52%): mp 109-112 C.; 1H NMR (400 MHz, CDCl3) delta 8.56 (s, 1H), 8.10-8.03 (m, 2H), 7.83-7.75 (m, 2H), 7.64-7.57 (m, 2H), 7.42-7.35 (m, 2H); ESIMS m/z 386 ([M+2H]+).

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-(4-Bromophenyl)-1H-[1,2,4]triazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; DOW AGROSCIENCES LLC; Fischer, Lindsey G.; Crouse, Gary D.; Sparks, Thomas C.; Goldsmith, Miriam E.; (77 pag.)US2016/24026; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 7170-01-6, A common heterocyclic compound, 7170-01-6, name is 3-Methyl-1H-1,2,4-triazole, molecular formula is C3H5N3, 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.

Prepared according to Mastalerz et al. J. Med. Chem. 1988, 31, 1190. To a solution of compounds A/B, step 1 (1.60 g, 3.44 mmol) in ACN:water (2:1, 45 mL) was added K2S2O8 (1.86 g, 6.88 mmol) followed by K2HPO4 (1.50 g, 8.60 mmol). The resulting mixture was heated to 90 C. for 4 h, whereupon it was cooled to rt then diluted with EtOAc and the layers separated. The aqueous layer was extracted with EtOAc (3 x) and the combined organic layers were dried over Na2SO4 and concentrated in vacuo. The crude residue was purified via silica gel chromatography (MeOH-DCM, 10%), to afford the title compounds (mixture, 670 mg, 62%) as a white solid. The mixture was further purified via chiral HPLC (Chiralcel-OJ, 2¡Á25 cm, EtOH-Hexanes, 18%), affording compound A (250 mg) and compound B (240 mg).

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; NOVARTIS AG; AULAKH, Virender Singh; CASAREZ, Anthony; LIN, Xiaodong; LINDVALL, Mika; MCENROE, Glenn; MOSER, Heinz Ernst; RECK, Folkert; TJANDRA, Meiliana; SIMMONS, Robert Lowell; YIFRU, Aregahegn; ZHU, Qingming; US2015/266867; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics