Triazoles

Synthetic Route of 288-36-8, 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. 288-36-8, name is 1H-1,2,3-Triazole, This compound has unique chemical properties. The synthetic route is as follows.

Example 120: Preparation of 4,5-dibromo-lH-?,2,31triazoleRr Br. BrN^ NH *” ‘ V NVNH To a solution of IH-[1, 2,3]triazole (1.26 ml, 21.7 mmol) in water (10 ml) at 5tfC, was added bromine (1.5 ml, 29 mmol). The reaction mixture was stirred at 5CPC for 1.5 hours. The white solid (2.375 g) was isolated via filtration and washed with water (5 ml). To the combined filtrates was added more bromine (1.5 ml, 29 mmol). The reaction mixture was stirred at room temperature for 20 hours. More white solid (1.83 g) was isolated via filtration and washed with water (5 ml). To the combined filtrates was added more bromine (1.5 ml, 29 mmol). The reaction mixture was stirred at room temperature for 20 hours. More white solid (375 mg) was isolated via filtration and washed with water (5ml). The white solids were combined and dried to give 4,5-dibromo- IH-[1, 2,3]- triazole (4.92 g, 93% yield). M.p. 194.7C.

The chemical industry reduces the impact on the environment during synthesis 1H-1,2,3-Triazole. I believe this compound will play a more active role in future production and life.

Reference:
Patent; SYNGENTA LIMITED; WO2007/96576; (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. 27996-86-7, name is 4-[1,2,4]Triazol-1-yl-benzaldehyde, A new synthetic method of this compound is introduced below., COA of Formula: C9H7N3O

Weigh 1.73 g (10 mmol) of 1,2,4-triazole benzaldehyde, 4.15 g (12 mmol) of fluorescein hydrazide, dissolved in50 mL of hot ethanol, and added to a 100 mL three-pack equipped with a thermometer and a stirring device. In the flask.To the above mixed solution,0.63 ml (10 mmol) of glacial acetic acidwasadded, and the mixture was refluxed under stirring at 80 C for 5 h, cooled to room temperature, and a white solid was precipitated,washed with cold ethanol, and dried under vacuum at 50 C for 8 h to obtain the final product compound. (Triazolyl benzaldehyde to fluorescein hydrazide Schiff base).Yield: 84%.

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

Reference:
Patent; Qilu University of Technology; Duan Hongdong; Zhong Wenxia; (12 pag.)CN109867683; (2019); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 3641-08-5, name is 2H-1,2,4-Triazole-3-carboxamide, molecular formula is C3H4N4O, 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. category: Triazoles

EXAMPLE 4 Preparation of 1(and 2 and 4)-Benzoyl-s-triazole-3-carboxamide To a cooled, stirred mixture of 3 g. of 1,2,4-triazole-3-carboxamide and 4 g. of benzoyl chloride in 125 ml. of anhydrous diethyl ether is added rapidly 2.75 g. of triethylamine. The cooling bath is removed and the mixture is stirred at room temperature for 18 hours. The heterogeneous mixture is filtered and washed successively with diethyl ether, cold water and then diethyl ether and dried in vacuo for 4 hours yielding 4 g. of colorless solid. This solid is extracted with hot, dry acetonitrile and cooled yielding a solid product which is collected, washed with acetonitrile and dried in vacuo, yielding 1 g. of product, m.p. 174-178 C. (dec.).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3641-08-5, its application will become more common.

Reference:
Patent; American Cyanamid Company; US4006159; (1977); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 6523-49-5, 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. 6523-49-5, name is 4-(1,2,4-Triazol-1-yl)aniline, This compound has unique chemical properties. The synthetic route is as follows.

Example B3; Preparation of (compound 3); Reaction under Argon flow. Dry DMSO (0.5 ml) was added to a mixture of intermediate 5 (0.000428 mol) and 4-(lH-l,2,4-triazol-l-yl)-benzenamine (0.000642 mol). The reaction mixture was stirred for 6 hours at 100 C on an oil-bath (no result; only starting material). Cs2CO3 (0.227 g, 1.5 equiv) was added and the reaction mixture was stirred for 3 hours at 100 0C. This mixture was extracted with a mixture of EtOAc/NaHCO3/H2O/NaCl. The extract’s solvent was evaporated. The residue (0.172 g) was washed with diethyl ether, a mixture of diethyl ether/DCM, then purified by EPO column chromatography over silica gel (eluent: toluene/2-propanone gradient). The product fractions were collected and the solvent was evaporated, yielding 0.024 g of compound 3, melting point 222.5-224 0C.

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

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; WO2006/74984; (2006); A1;,
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. 815588-93-3, name is 1-Methyl-1H-1,2,4-triazole-5-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 815588-93-3

A mixture of 1 -methyl-1 H-1 , 2, 4-triazole-5-carboxylic acid (7.0 g, 55.1 mmol) in SOCI2 (20 mL) was heated to 70 ¡ãC for 2 h. The mixture was concentrated to dryness. The residue was dissolved in NHa/MeOH (7M, 40 mL) and stirred at rt overnight. The precipitated solid was filtered off, extracted with Et20 and dried under reduced pressure to give the title compound.

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 815588-93-3.

Reference:
Patent; PHENEX PHARMACEUTICALS AG; DEUSCHLE, UIrich; STEENECK, Christoph; ALBERS, Michael; HOFFMANN, Thomas; (62 pag.)WO2018/153893; (2018); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 61-82-5,Some common heterocyclic compound, 61-82-5, name is 1H-1,2,4-Triazol-5-amine, molecular formula is C2H4N4, 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: To a mixture of dimedone (1 mmol), aldehyde (1 mmol), 2-aminobenzimidazole or 3-amino-1,2,4-triazole (1 mmol)and nano-SiO2 (15 mol %) in the acetonitrile (5 mL) was stirred for appropriate time (Table 2) at 25-30 C. After the completion of the reaction as indicated by TLC, dichloromethane (CH2Cl2) was added to the solidified mixture and the insoluble catalyst was separated by filtration. Evaporation of the solvent from the filtrate and recrystallization of the solid residue from hot ethanol afforded the pure products in high yields.

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

Reference:
Article; Mousavi, Mir Rasul; Maghsoodlou, Malek Taher; Journal of the Iranian Chemical Society; vol. 12; 5; (2015); p. 743 – 749;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 956317-36-5,Some common heterocyclic compound, 956317-36-5, name is 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid, molecular formula is C10H9N3O2, 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.

5-chloro-2-[(5R)-hexahydro-5-methyl-i H-i ,4-di-azepin-i -yl]benzoxazole (75 mmol) was dissolved in N,NDimethylformamide (75 ml), then cooled to 0 to 5 C., and added with 5-methyl-2-(2H- 1 ,2,3-triazole-2-yl)benzoic acid (79 mmol), HOAt (82.8 mmol), EDCI (82.8 mmol) and triethylamine (188 mmol); then the mixture was warmed naturally and stirred at room temperature overnight. 10 mass % citric acid solution was added, and the aqueous phase separated was extracted with ethyl acetate. The resulted organic phase was washed with 5% sodium carbonate solution and saturated brine, dried over anhydrous sodium sulfate, filtrated and dried by evaporation, to give suvorexant with a yield of 97%, and the cc value is 99.8%.

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-2-(2H-1,2,3-triazol-2-yl)benzoic acid, its application will become more common.

Reference:
Patent; Zhejiang Huahai Pharmaceutical Co., Ltd.; Shanghai Aobo Pharmtech, Inc., Ltd.; Lin, Jianping; Guo, Xiaowen; Gao, Xiaofei; Huang, Chao; Guo, Yuanbing; Tao, Anping; Huang, Luning; Gu, Hong; (15 pag.)US2019/40052; (2019); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 7343-33-1, These common heterocyclic compound, 7343-33-1, name is 5-Bromo-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.

Example 5 Preparation of 3-bromo-1-(4-(trifluoromethoxy)Phenyl)-1H-1,2,4-triazole A dry round bottom flask was charged with potassium phosphate (K3PO4, 7.74 g, 36.5 mmol), CuI (0.165 g, 0.868 mmol), and 3-bromo-1H-1,2,4-triazole (2.83 g, 19.10 mmol). The flask was evacuated/backfilled with N2 (3*). DMF (34.7 mL) was added, followed by trans-(1R,2R)-N,N’-bismethyl-1,2-cyclohexane diamine (0.274 mL, 1.736 mmol) and 1-iodo-4-(trifluoromethoxy)benzene (5 g, 17.36 mmol). The solution was heated to 110¡ã C. After 48 h, the reaction mixture was cooled to RT, diluted with EtOAc and filtered through Celite?. The filtrate was washed with water (100 mL) containing HCl (1 M, 10 mL). The organics were separated, and the aqueous phase was further extracted with EtOAc (3*). The organics were combined, dried with sodium sulfate, and concentrated in vacuo. Purification via flash column chromatography (EtOAc/hexanes) yielded the title compound as a tan solid (1.86 g, 34percent): 1H NMR (400 MHz, CDCl3) delta 8.44 (s, 1H), 7.70 (d, J=8.9 Hz, 2H), 7.38 (d, J=8.5 Hz, 2H); 19F NMR (376 MHz, CDCl3) delta-58.04; EIMS m/z 307 ([M]+).

The synthetic route of 7343-33-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Dow AgroSciences LLC; GIAMPIETRO, Natalie C.; CREEMER, Lawrence C.; US2014/275504; (2014); 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 27996-86-7 as follows. SDS of cas: 27996-86-7

Step 1. (?)-3-(4-(lH-l,2,4-triazol-l-yl)phenyl)-l-(3,5-dichlorophenyl)prop-2-en-l- one: To a solution of l-(3,5-dichlorophenyl)ethanone (0.5 g, 2.6 mmol) in ethanol (20 mL) was added 4-(lH-l,2,4-triazol-l-yl)benzaldehyde (0.46 g, 2.65 mmol) and the reaction was cooled to 0 C. Sodium hydroxide (0.22 g, 5.29 mmol) in water (10 mL) was then added and the reaction was allowed to stir for 2 h at 0 C. The reaction was extracted with EtOAc and the combined organic layers were dried over Na2S04 and concentrated under reduced pressure to afford the title compound (0.149 g, 17%): ); ESIMS m/z 430.05 ([M+H]+) 344.08

According to the analysis of related databases, 27996-86-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; DOW AGROSCIENCES LLC; LO, William C.; HUNTER, James E.; WATSON, Gerald B.; PATNY, Akshay; IYER, Pravin S.; BORUWA, Joshodeep; WO2014/100163; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 16681-70-2, A common heterocyclic compound, 16681-70-2, name is 1H-[1,2,3]Triazole-4-carboxylic acid, molecular formula is C3H3N3O2, 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.

3H-[1,2,3]triazole-4-carboxylic acid (6.3 mg, 56 .imol) and HATU (21.2 mg, 56imol) were dissolved in DMF (2 mL) and stirred at room temperature for 15 minutes. (2S, 4R) -4-Amino-2-carbamoyl-5-(5?-chloro-2?-fluorobiphenyl-4-yl)-2-methylpentanoic acid (25.3 mg, 67 .imol) and DIPEA (29 .iL, 167 .imol) 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 concentrated in vacuo and the residue was purified bypreparative HPLC to yield the title compound (7.4 mg 28% yield; purity 99%) as a TFA salt. MS m/z [M+H] calc?d for C22H21C1FN504, 474.13; found 475.2.

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.; WO2015/116760; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics