Triazoles

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. 27996-86-7, name is 4-[1,2,4]Triazol-1-yl-benzaldehyde, A new synthetic method of this compound is introduced below., category: Triazoles

General procedure: A mixture of azolyl ketone (1a/1b) (1 mmol) and aryloxy benzaldehyde (2a-f) (1 mmol) were dissolved in 10% NaOH-EtOH (5 mL), it was stirred at room temperature for 9-10 h. After completion, 5 mL water was added to the reaction mixture. The separated solid compound was filtered and washed with water. It was purified by crystallization with methanol/chloroform or basic alumina column chromatography to give the desired compounds (3-13).The compounds (16-31) were prepared by the reaction of their corresponding aldehyde and ketone partners.

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:
Article; Marrapu, Vijay K.; Chaturvedi, Vinita; Singh, Shubhra; Singh, Shyam; Sinha, Sudhir; Bhandari, Kalpana; European Journal of Medicinal Chemistry; vol. 46; 9; (2011); p. 4302 – 4310;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 1186050-58-7, 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. 1186050-58-7, name is 2-Fluoro-6-(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.

Dissolve 2-fluoro-6- (2H- 1,2,3 -triazol-2-yl) benzoic acid (0.69 g, 3.33 mmol) with anhydrous dichloromethaneThionyl chloride (8 mL, 109.0 mmol) and DMF (0.04 mL, 0.5 mmol) were slowly added and the reaction was gradually warmed to reflux for 3 hours. The reaction was stopped, cooled and the solvent was slowly evaporated under reduced pressure. The resulting product was used directly in the next step.

The synthetic route of 2-Fluoro-6-(2H-1,2,3-triazol-2-yl)benzoic acid has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Jin Chuanfei; Xu Juan; Zhong Wenhe; Zhang Yingjun; Liu Qi; (35 pag.)CN105949203; (2016); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 288-36-8, 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.

EXAMPLE 1-C; 2-C2H-1.2.3-triazol-2-ylV5-methylbenzoic acid (1-5); A solution of 2-iodo-5-methylbenzoic acid (1-13, 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-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 room temperature, 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 10% MeOH in water with 0.1% AcOH) to give the faster eluting 2-(2H-l,2,3-triazol-2-yl)-5-methylbenzoic acid U5_, followed by the undesired regioisomer isomer, l-(2H-l,2,3-triazol-2-yl)-5-methylbenzoic acid (IzIA)- Data for M: 1HNMR (500 MHz, DMSO-d6) d 12.98 (br s , IH), 8.04 (s, 2H), 7.72-7.45 (m, 3H), 2.41 (s, 3H) ppm.

The synthetic route of 288-36-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK & CO., INC.; WO2009/58238; (2009); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 41253-21-8,Some common heterocyclic compound, 41253-21-8, name is Sodium 1,2,4-triazol-1-ide, molecular formula is C2H2N3Na, 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.

3-Fluoro-2-1,2,4-triazol-1-yl-benzonitrile. A mixture of 2,3-difluorobenzylnitrile (2.27 g, 16.3 mmol) and triazole sodium salt (1.33 g, 14.8 mmol) in tetrahydrofuran (5 mL) and dimethylformamide (10 mL) was stirred at 85 C. for 4 h. After concentration, the residue was purified by flash chromatography (SiO2) eluting with 25%-50% ethyl acetate/hexane. The isolated product was recrystallized from hot ethyl acetate/hexane to give the title compound as white needles (1.51 g, 54% yield). 1H-NMR (500 MHz, CDCl3) delta ppm: 8.50 (1H, d, J=2.4 Hz), 8.25 (1H, s), 7.69-7.67 (1H, m), 7.60-7.57 (2H, m). LCMS [M+H]+ calcd for C9H6N4F: 189.16. found: 189.14.

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

Reference:
Patent; Bristol-Myers Squibb Company; US2007/129379; (2007); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 41253-21-8, The chemical industry reduces the impact on the environment during synthesis 41253-21-8, name is Sodium 1,2,4-triazol-1-ide, I believe this compound will play a more active role in future production and life.

[0433] 1,2,4-Triazole sodium salt (236 mg, 2.7 mmol) was added to a solution of the title compound from Example 7, Step 1 (1.9 mmol) in 1.5 ml of DMF and the resulting mixture was heated at 50 C. for 18 hours. The cooled reaction mixture was diluted with 10% aqueous sodium bicarbonate (15 ml) and extracted with three 15 ml portions of dichloromethane. The combined organic layers were dried (Na2SO4) and concentrated to an oil. Purification by flash chromatography (10 micron mesh silica gel; elution with methanol: dichloromethane, 3:97 in volume) afforded the title compound as an oil (415 mg, 70% yield). [0434] Mass spectrum: m/z 314, 316 (m, m+2). [0435] 13C NMR (125 MHz, CDCl3) delta 152.5, 143.5, 141.9, 141.6, 134.2, 133.4, 131.4, 130.3, 129.3, 127.8, 127.7, 122.6, 53.4 ppm.

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, Sodium 1,2,4-triazol-1-ide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Pfizer Inc.; US2004/229874; (2004); 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. 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