Day: December 28, 2020

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. 7170-01-6, name is 3-Methyl-1H-1,2,4-triazole, A new synthetic method of this compound is introduced below., HPLC of Formula: C3H5N3

A mixture of 3 -methyl- IH-1, 2,4-triazole (5.0 g, 60.2 mmol), l-chloro-2-methoxy- 4-nitrobenzene (11.3 g, 60.2 mmol), and KOH flakes (3.4 g, 48.1 mmol) in anhydrous DMSO (50 mL) was heated at 80 0C for 6 h. The reaction mixture was allowed to cool to rt and was poured into 800 mL of water with vigorous stirring. The aqueous mixture was extracted with EtOAc (3 x 200 mL). The combined organics were washed with brine, dried over Na2SO4, filtered and concentrated in vacuo. The crude residue was purified using silica gel chromatography (0-2% MeOH/chloroform, linear gradient) to afford l-(2- methoxy-4-nitrophenyl)-3 -methyl- 1 H- 1,2,4-triazole (3.7 g, 26 % yield). LC-MS (M+H)+ = 235.2.

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; BRISTOL-MYERS SQUIBB COMPANY; BOY, Kenneth M.; GUERNON, Jason M.; MACOR, John E.; OLSON, Richard E.; SHI, Jianliang; THOMPSON, III, Lorin A.; WU, Yong-Jin; XU, Li; ZHANG, Yunhui; ZUEV, Dmitry S.; WO2011/14535; (2011); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 4923-01-7,Some common heterocyclic compound, 4923-01-7, name is 5-Methyl-4H-1,2,4-triazol-3-amine, molecular formula is C3H6N4, 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 solution of 25. Og 3-amino-5-methyltriazole and 66.0ml_ diethyl phenylmalonate in 100ml_ N,N-dibutylbutan-1 -amine was stirred at 185C for 20h. The reaction mixture consisted of two layers after cooling to room temperature. The top layer was removed and the lower layer was diluted with 10% w/w sodium hydroxide solution and water. The aqueous layer was extracted with diethyl ether and acidified with concentrated hydrochloric acid until precipition of the product was complete. The precipitate was collected by filtration to yield the product, which was used without further purification.MS (M+1 ): 243Characteristic 1 H NMR (200MHz, d6-DMSO) signals: 7.4 (m, 2H); 7.3 (m, 2H); 7.2 (m, 1 H); 2.4 (s, 3H) ppm.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Methyl-4H-1,2,4-triazol-3-amine, its application will become more common.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; INCE, Stuart; REHWINKEL, Hartmut; HAEGEBARTH, Andrea; POLITZ, Oliver; NEUHAUS, Roland; BOeMER, Ulf; WO2012/7416; (2012); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 16227-12-6, The chemical industry reduces the impact on the environment during synthesis 16227-12-6, name is 4-Phenyl-4H-1,2,4-triazole, I believe this compound will play a more active role in future production and life.

EXAMPLE 128 4-phenyl-1-(hept-1-yl)triazolium bromide 0.15 g (0.001 mol) 4-phenyltriazole 1 and 0.47 ml (0535 g, 0.003 mol) 1-bromoheptane 2 are combined in a pressure tube. The mixture is stirred for 12 h at 110 C. Subsequently, it is cooled down to room temperature. The precipitated solid is taken up in a 1:1 mixture of THF and petroleum ether, is filtered off, and washed with diethylether. M 324.26 C15H22N3Br Yield: 0.306 (94%) 1H-NMR DM-230 (300 MHz/DMSO): (ppm)=0.88 (t, 3H, 13-H); 1.37 (m, 8H, 9/10/11/12H); 1.96 (q, 2H, 8-H); 4.44 (t, 2H, 7-H); 7.69 (m, 3H, 5/5’/6H); 7.85 (d, 2H, 4/4′-H); 9.81 (s, 1H, 2-H); 10.85 (s, 1H, 1-H) 13C-NMR DM-230 (75.475 MHz/DMSO):

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

Reference:
Patent; TECHNISCHE UNIVERSITAET DRESDEN; US2011/105761; (2011); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 184177-83-1, 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. 184177-83-1 name is 1-((2S,3S)-2-(Benzyloxy)pentan-3-yl)-4-(4-(4-(4-hydroxyphenyl)piperazin-1-yl)phenyl)-1H-1,2,4-triazol-5(4H)-one, 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.

2-(2(S)-Benzyloxy-l-ethyl-propyl)- 4- {4-[4-(4-hydroxy-phenyl)-piperazin- 1 -yl] -phenyl} -2,4-dihydro- [ 1 ,2,4]triazol-3-one (3 Og) was taken in 5N hydrochloric acid (60 ml) in methanol (300ml), and was hydrogenated for 2-3 hours under a hydrogen pressure of 4 kg/cm2 at 50 C in the presence of palladium on carbon (10%, 3g). After completion of reaction (monitored by TLC), the catalyst was filtered off and catalyst was washed with methanol (60 ml). The combined filtrate was concentrated and the resulting mass was dissolved in ethyl acetate (600ml) and refluxed for 1 hour. The resulting mixture was cooled, filtered to obtain 26g of the title compound having purity of 98.0% by HPLC.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-((2S,3S)-2-(Benzyloxy)pentan-3-yl)-4-(4-(4-(4-hydroxyphenyl)piperazin-1-yl)phenyl)-1H-1,2,4-triazol-5(4H)-one, and friends who are interested can also refer to it.

Reference:
Patent; IND-SWIFT LABORATORIES LIMITED; WO2009/141837; (2009); A2;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

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. 103755-58-4, name is (1-Phenyl-1H-1,2,3-triazol-4-yl)methanol, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 103755-58-4

General procedure: To a solution of (1-aryl-1H-1,2,3-triazol-4-yl)methanol (2a-2c) [18] (10 mmol) in dry DMF (5 mL), anhydrous sodium hydride (15 mmol) was added and stirred for 5 min. After adding propargyl bromide (12 mmol), the resulting mixture was stirred at room temperature overnight. Upon completion of the reaction water (20 mL) was added and the whole was extracted with dichloromethane (3 ¡Á 30 mL). The combined organic layers were washed with brine and dried over Na2SO4. The organic layer was concentrated in vacuum and the residue was purified by silica gel (60-120 mesh) column chromatography using hexane-EtOAc, (7 : 3, v/v) as eluent to afford products 3a-3c as white solids. 1-Phenyl-4-[(prop-2-yn-1-yloxy)methyl]-1H-1,2,3-triazole (3a). Yield 89 %, white solid, mp 70-73 C. IR spectrum, nu, cm-1: 3221 (?C-H), 2108 (C?C), 1230 (N=N), 1064, 1041 (C-O). 1H NMR spectrum (400 MHz, CDCl3), delta, ppm: 7.99 s (1H, triazole H), 7.62 d (J = 8.9 Hz, 2H, Ar-H), 7.58 d (J = 8.9 Hz, 2H, Ar-H), 7.50 t (J = 7.3 Hz, 1H, Ar-H), 4.65 s (2H, OCH2), 4.20 s (2H, OCH2), 2.50 t (J = 2.4 Hz, 1H, ?C-H). 13C NMR spectrum (101 MHz, CDCl3) deltaC, ppm: 145.78, 140.09, 129.76, 128.63, 122.57, 121.70, 77.08, 74.22, 62.34, 57.33. Found, %: C: 67.57; H 5.17; N 19.68; O 7.47. C12H11N3O. Calculated, %: C 67.59; H 5.20; N 19.71; O 7.50. MS: M 214 [M + H]+.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 103755-58-4.

Reference:
Article; Reddy; Reddy; Goud; Rao; Premkumar; Supriya; Russian Journal of General Chemistry; vol. 86; 6; (2016); p. 1424 – 1429; Zh. Obshch. Khim.; vol. 86; 6; (2016); p. 1424 – 1429,6;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 7170-01-6, name is 3-Methyl-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 7170-01-6, SDS of cas: 7170-01-6

DMF (1.5 ml) was added to a mixture of methyl 3-iodo-6-methyl-2-pyridinecarboxylate D44 (100 mg), 3-methyl-1H-1,2,4-triazole (45.0 mg, 0.541 mmol), (1R,2R)-N,N’-dimethyl-1,2-cyclohexanediamine (10.27 mg, 0.072 mmol), copper(I) trifluoromethanesulfonate benzene complex (9.08 mg, 0.018 mmol) and cesium carbonate (235 mg, 0.722 mmol) in a screw-topped vial. The mixture was degassed via 3 vacuum/nitrogen cycles and heated with shaking to 120 C. for 90 minutes. The reaction mixture was evaporated to dryness under reduced pressure. The residue was dissolved in water/MeOH (1:1, 3 ml) and acidified to pH=2 by addition of 2 M HCl solution. The resulting mixture was evaporated to dryness under reduced pressure then the residue was triturated with DCM/MeOH (3:1, 5 ml). The mixture was filtered washing with more DCM/MeOH (3:1, 5 ml). The filtrate was treated with trimethylsilyldiazomethane solution (2 M in hexanes, 2 ml, 4 mmol) to re-esterify the acid. The reaction mixture was evaporated under reduced pressure and the residue was purified by flash chromatography on silica gel (Biotage Snap 2¡Á10 g columns in series, EtOAc/Cy from 50/50 to 100/0) to give the title compound D84 (48 mg) as a colourless solid. UPLC (Acid FINAL_QC_POS): rt=0.45 minutes, peak observed: 233 (M+1). C11H12N4O2 requires 232. 1H NMR (400 MHz, CDCl3) delta ppm 2.52 (s, 3H) 2.73 (s, 3H) 3.91 (s, 3H) 7.47 (d, 1H) 7.81 (d, 1H) 8.32 (s, 1H).

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; ALVARO, Giuseppe; Amantini, David; Castiglioni, Emiliano; Di Fabio, Romano; Pavone, Francesca; US2010/144760; (2010); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 288-36-8, 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. 288-36-8 name is 1H-1,2,3-Triazole, 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.

Example 14: 5-[l-tert-Butyl-2-(2-l,2,3-triazol-2-yl-phenyl)-lH-benzimidazol-5-yl]- pyrimidin-2-ylamine and Example 15: 5-[l-tert-Butyl-2-(2-l,2,3-triazol-l-yl-phenyl)-lH-benzimidazol-5-yl]- pyrimidin-2-ylamine29% 13%To a solution of 5-[2-(2-bromo-phenyl)- l-ieri-butyl- lH-benzimidazol-5-yl]-pyrimidin-2- ylamine (refer to example 8, step 1) (57 mg, 0.14 mmol) in DMF (5 mL) are added 1Eta- 1,2,3-triazole (0.012 mL, 0.2 mmol), CuO (1 mg, 0.013 mmol), Fe(acac)3 (14 mg, 0.04 mmol) and Cs2C03 (88 mg, 0.27 mmol) at room temperature. The mixture is heated at 120 C for 96 hours and then cooled down and filtered. The filtrate is extracted with H20 (10 mL) and EtOAc (3 x 10 mL). The combined organic layer is dried with MgS04 and is filtered. The filtrate is concentrated and the residue is purified by silica gel chromatography eluting with 5% MeOH in CH2C12 to afford a less polar product 5-[l- ieri-butyl-2-(2- l,2,3-triazol-2-yl-phenyl)-lH-benzimidazol-5-yl]-pyrimidin-2-ylamine (Example 14) (16 mg, 29%) LCMS (ESMS): m/z 411.68 (M++l) as the major product and a more polar product 5-[l-ieri-butyl-2-(2-l,2,3-triazol-l-yl-phenyl)- lH- benzimidazol-5-yl]-pyrimidin-2-ylamine (Example 15) (7 mg, 13%) LCMS (ESMS): m/z 411.68 (M++l) as the minor product.

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

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; CHEN, Zhidong; HAO, Ming-Hong; LIU, Weimin; LO, Ho-Yin; LOKE, Pui Leng; MAN, Chuk, Chui; MORWICK, Tina, Marie; NEMOTO, Peter, Allen; TAKAHASHI, Hidenori; TYE, Heather; WU, Lifen; WO2011/68821; (2011); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 41253-21-8, 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 41253-21-8 as follows.

2-(1H-1,2,4-Triazol-1-yl)benzonitrile. A suspension of 2-fluorobenzylnitrile (3.0 g, 25 mmol) and 1,2,4-triazole sodium salt (2.4 g, 27 mmol) were stirred in tetrahydrofuran (7 mL) and dimethylformamide (14 mL) at 95 C. for 18 h. After cooling and concentrating, the product was crystallized from hot CH2Cl2/hexane (1:1) to give the title compound as a white solid (4.25 g, 100% yield). 1H-NMR (300 MHz, CDCl3) delta ppm: 8.74 (1H, s), 8.16 (1H, s), 7.82 (1H, dd, J=4.9, 1.3 Hz), 7.77-7.25 (2H, m), 7.57-7.51 (1H, m). LCMS [M+H]+ calcd for C9H7N4: 171.06. found: 171.12

According to the analysis of related databases, 41253-21-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bristol-Myers Squibb Company; US2007/129379; (2007); 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. 1455-77-2, name is 3,5-Diamino-1,2,4-triazole, A new synthetic method of this compound is introduced below., Quality Control of 3,5-Diamino-1,2,4-triazole

Intermediate Example 36.0: 4-(2-Bromo-6-phenyl[1,2,4]triazolo[1,5- a]pyrimidin-5-yl)benzaldehyde; Stepi : 2-Amino-6-phenyl[1 ,2,4]triazolo[1 ,5-a]pyrimidine-5,7-diol; A solution of 9.Og 3,5-diamino-1 ,2,4-triazole and 22.4mL diethyl phenylmalonate in N,N-dibutylbutan-1-amine was heated under microwave irradiation to 1800C for 8h. The reaction mixture formed two layers after cooling to room temperature. The top layer was removed and the solvent of the lower layer was evaporated. The residue was treated with water and acidified with 5N HCI. The precipitated product was collected by filtration and dried. The crude product was used without further purification. MS (M+1): 244

The synthetic route of 1455-77-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER SCHERING PHARMA AKTIENGESELLSCHAFT; VENNEMANN, Matthias; MAIER, Thomas; HOeLDER, Swen; BENEKE, Gerrit; DEHMEL, Florian; ZUeLCH, Armin; STRUB, Andreas; BECKERS, Thomas; INCE, Stuart; REHWINKEL, Hartmut; LIU, Ningshu; BOeMER, Ulf; WO2010/91808; (2010); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 16681-65-5, These common heterocyclic compound, 16681-65-5, name is 1-Methyl-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.

Intermediate 53: step a (1-methyl-1H-1,2,3-triazol-5-yl)(6-(trifluoromethyl)pyridin-3-yl)methanol A 50 mL flask containing 1 -methyl- lH-l ,2,3-triazoie (0.47 g, 5.71 mmol) in dry THF (3 mL) was cooled to -43 C (CH3CN-CO2 bath). -Butyllithium (2.5 M in THF, 2.43 mL, 6.08 mmol) was then added dropwise resulting in a light blue suspension. The suspension was stirred at -40 C for 40 minutes, and then a homogeneous solution of 6-(trifluoromethyl)nicotinaldehyde (1 g, 5.71 nimol) in THF (7 niL) was introduced at -40 C, The resulting homogeneous colorless solution was allowed to warm gradually to room temperature, and after 30 minutes, LC/MS showed that the reaction was complete. The mixture was quenched with water and aqueous NH4CI and extracted with EtOAc (2 x). The combined organic extracts were washed with brine, dried over Na2S04, filtered and concentrated to provide the title compound as a semi-solid which was carried on to the next step without, further purification.

The synthetic route of 16681-65-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; LEONARD, Kristi A.; BARBAY, Kent; EDWARDS, James P.; KREUTTER, Kevin D.; KUMMER, David A.; MAHAROOF, Umar; NISHIMURA, Rachel; URBANSKI, Maud; VENKATESAN, Hariharan; WANG, Aihua; WOLIN, Ronald L.; WOODS, Craig R.; FOURIE, Anne; XUE, Xiaohua; CUMMINGS, Maxwell D.; JONES, William Moore; GOLDBERG, Steven; WO2015/57205; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics