Day: April 25, 2021

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 288-36-8 as follows. Safety of 1H-1,2,3-Triazole

Add benzyl bromide (1.0 mmol), 1H-1,2,3-triazole (1.0 mmol), Cu2O (0.1mmol), DMEDA (0.2mmol), K2CO3 (1.2 mmol), Add 2 mL of toluene, 8 hours reaction at room temperature, After the reaction is completed, the reaction solution is concentrated, The corresponding product 1 was obtained by column chromatography. The isolated yield was 88%.

According to the analysis of related databases, 288-36-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shanghai Institute of Technology; Yao Zijian; Lv Wenrui; Li Rongjian; Gao Yonghong; Deng Wei; (6 pag.)CN110372616; (2019); A;,
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. 252742-72-6, name is 3-(Chloromethyl)-1H-1,2,4-triazol-5(4H)-one, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 252742-72-6

EXAMPLE 10: ALTERNATIVE PROCESS FOR THE PREPARATION OF APREPITANT (FORMULA I)10 g of the compound of Formula IIb obtained from Example 6 and 30 ml of N,N-dimethylformamide (DMF) were charged into a clean and dry 4 neck round bottom flask followed by stirring for about 10 minutes. The reaction solution was cooled to about 0 0C and a mixture of 3.5 g of potassium carbonate and 1 ml of water was charged. To the resultant reaction mixture a solution of 3.7 g of 3- chloromethyl-1 ,2,4-triazolin-5-one of Formula (IIe) dissolved in 10 ml of N1N- dimethylformamide (DMF) was charged followed by stirring at about 0 0C for about 4 hours. After the completion of the reaction, 100 ml of water was charged followed by stirring for about 30 minutes. The separated solid was filtered and the solid was washed with 20 ml of water. The solid obtained was dried at about 60 0C for about 3 hours to afford 8 g of aprepitant of Formula I. Specific optical rotation (SOR): [alpha]D25 = +61.18¡ã (C = 0.68percent MeOH); Purity by RS HPLC: 94.36percent; Purity by chiral HPLC: (+)-cis isomer: 97.12percent; (-)-cis isomer: 2.87percent.

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 252742-72-6.

Reference:
Patent; DR. REDDY’S LABORATORIES LTD.; DR. REDDY’S LABORATORIES, INC.; WO2007/44829; (2007); A2;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

These common heterocyclic compound, 7170-01-6, name is 3-Methyl-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. SDS of cas: 7170-01-6

In a 25 ml RBF, a mixture of 5-chloro-2-fluorobenzaldehyde (505 mg, 3.09 mmol), 3-methyl-1H-1,2,4-triazole(270 mg, 3.09 mmol), Cs2CO3 (1007 mg, 3.09 mmol) in DMSO(6179 ul) was heated at 45 C for 4 hrs and stirred at rt overnight. The reaction mixture was diluted with EtOAc and washed with water. The combined organic phase was washed with brine, dried over MgSO4, filtered,concentrated and purified by flash chromatography to yield 74A as white solid product (140 mg, 20%).

The synthetic route of 3-Methyl-1H-1,2,4-triazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; YANG, WU; CORTE, JAMES R; GILLIGAN, PAUL J; PINTO, DONALD J P; EWING, WILLIAM R; DILGER, ANDREW K; WANG, YUFENG; FANG, TIANAN; PABBISETTY, KUMAR B; SMITH II, LEON M; (307 pag.)JP2015/528022; (2015); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 103755-58-4, name is (1-Phenyl-1H-1,2,3-triazol-4-yl)methanol, molecular formula is C9H9N3O, 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. SDS of cas: 103755-58-4

General procedure: Into a round-bottom flask were added 5.71mmolof alditolyl-triazole 12 or 21a in 50ml dichloromethane, 0.9mL of pyridine (2 eq.), 5.71mmolof acyl chloride and catalytic amount of DMAP. The mixture was stirred vigorously at room temperature, and the reaction progress was monitored by thin layer chromatography. Next, the mixture was washed with distilled water (3¡Á100mL), saturated sodium bicarbonate solution (5¡Á100mL), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The product was purified via silica-gel column chromatography using gradient mixture of hexane-ethyl acetate, to afford the pure derivatives 13a-k and 22a-d.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 103755-58-4, its application will become more common.

Reference:
Article; Gonzaga, Daniel; Senger, Mario Roberto; Da Silva, Fernando De Carvalho; Ferreira, Vitor Francisco; Silva Jr., Floriano Paes; European Journal of Medicinal Chemistry; vol. 74; (2014); p. 461 – 476;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 4922-98-9, 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. 4922-98-9, name is 5-Phenyl-1H-1,2,4-triazol-3-amine belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below.

Synthesis of 5-amino-1-carbethoxythiocarbamoyl-1,2,4-triazole (16). To a solution of acetone(30 mL), 3-phenyl-1,2,4-triazol-5-amine (12, 3.20 g, 20 mmol) and ethoxycarbonyl isothiocyanate(2.62 mL, 20 mmol) were added. The reaction mixture was stirred on an ice-bath for 15 min. The yellowprecipitate formed was filtered immediately. Yield 2.16 g, 37%; mp 207-209 C. 1H-NMR (300 MHz,DMSO-d6): 2.63 (3H, s, SMe), 7.47-7.57 (3H, m, H-30, H-40 and H-50), 8.03 (2H, dd, J = 6.8, 3.0 Hz,H-20 and H-60), 8.64 (2H, s, NH2). 13C-NMR (75 MHz, DMSO-d6): 18.8, 126.6 (2C), 128.8 (2C), 129.1,130.6, 157.5, 158.8, 199.5. Combustion elemental analysis calculated for C12H13N5O2S: C, 49.47; H, 4.50;N, 24.04. Found: C, 49.20; H, 4.67; N, 23.88.

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, 5-Phenyl-1H-1,2,4-triazol-3-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Junaid, Ahmad; Lim, Felicia Phei Lin; Zhou, Yvonne Peijun; Chui, Wai Keung; Dolzhenko, Anton V.; Molecules; vol. 24; 8; (2019);,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 135302-13-5, These common heterocyclic compound, 135302-13-5, name is 3-Methoxy-4-methyl-1H-1,2,4-triazol-5(4H)-one, 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.

STR130 A mixture of 1.3 g (0.01 mol) of 5-methoxy-4-methyl-2,4-dihydro-3H-1,2,4-triazol-3-one, 0.1 g of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU), 1.0 g (0.01 mol) of tertbutyl isocyanate and 50 ml of acetonitrile is stirred for 12 hours at 20 C. and subsequently concentrated under a water pump vacuum. The residue is taken up in methylene chloride, and the mixture is washed with water, dried with magnesium sulphate and filtered. The filtrate is concentrated under a water pump vacuum, the residue is brought to crystallisation by trituration with petroleum ether, and the product is isolated by filtration with suction. 1.4 g (61% Of theory) of 2-tert-butyl-amino-carbonyl-5-methoxy-4-methyl-2,4-dihydro-3H-1,2,4-triazol-3-one of melting point 167 C. are obtained.

The synthetic route of 135302-13-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bayer Aktiengesellschaft; US5541337; (1996); A;,
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. 252742-72-6, name is 3-(Chloromethyl)-1H-1,2,4-triazol-5(4H)-one, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 252742-72-6

To a solution of N-(3-bromo-4-fluorophenyl)-N’-hydroxy-4-nitro-l,2,5- oxadiazole-3-carboximidamide (100 mg, 0.289 mmol) in DMF (2.0 mL) at 25 C was added NaSH (25 mg, 0.446 mmol). The mixture was stirred at 25 C for 30 min. Then K2C03 (40 mg, 0.289 mmol) and 3-(chloromethyl)-lH-l,2,4-triazol-5(4H)-one (58 mg, 0.434 mmol) were added. The mixture was stirred at 25 C for 30 min, diluted with sat. NaHCC (10.0 mL, aq), and extracted with ethyl acetate (10.0 mL). The organic layer was washed with brine (5.0 mL), dried over MgSC>4, and concentrated. The residue was purified by reverse phase HPLC on a GILSON 281 instrument fitted with a Phenomenex Synergi C18 (250*21.2 mm*4 muiotaeta) using water (0.2% formic acid) and acetonitrile as eluents (Mobile phase A water(0.2% Formic acid), Mobile phase B acetonitrile, Detective wavelength: 220 nm) followed by freeze-drying to give the title compound (40 mg) as a solid. lH NMR (400 MHz, CD30D) delta 7.09 (dd, J=5.8, 2.5 Hz, 1 H), 7.04 (t, J=8.7 Hz, 1 H), 6.73 – 6.81 (m, 1 H), 4.27 (s, 2 H). ESI MS m/z 430 [M+H]+

According to the analysis of related databases, 252742-72-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; HAN, Yongxin; ACHAB, Abdelghani; BIJU, Purakkattle; DENG, Yongqi; FRADERA, Xavier; GUO, Liangqin; HE, Shuwen; KOZLOWSKI, Joseph; KURUKULASURIYA, Ravi; LIU, Kun; MCGOWAN, Meredith Ann; PU, Qinglin; SCIAMMETTA, Nunzio; ZHANG, Hongjun; ZHAO, Hua; (147 pag.)WO2017/106062; (2017); 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.

The synthetic route of 61-82-5 has been constantly updated, and we look forward to future research findings.

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

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 7170-01-6 as follows. HPLC of Formula: C3H5N3

A mixture of 3 -methyl- IH-1, 2;4-triazole (6.83 g, 82 mmol), 2- chloro-5-mtrobenzomtrile (15 g, 82 mmol), and potassium carbonate (34.1 g, 246 mmol) in anhydrous acetonitrile (200 mL) was heated at 70 0C for 16 h. The dark brown reaction mixture was allowed to cool to rt and was poured into water (500 mL). The aqueous mixture was extracted with EtOAc (3 x 200 mL). The combined organic layers were washed with brine, dried over Na2SO4, filtered, and concentrated in vacuo. The crude residue was purified using silica gel chromatography (40-100% ethyl acetate/hexane, linear gradient) to afford 2-(3-methyl~lH-l,2,4-triazol-l-yl)-5- nitrobenzonitrile (10.9 g, 58 % yield). LC-MS (M+H)+ – 230.1. 1H NMR (500 MHz, chloroform-D) delta ppm 2.53 (s, 3 H) 8.10 (d, J-9.16 Hz, 1 H) 8.56 (dd, J-9.16, 2.44 Hz, 1 H) 8.68 (d, J-2.44 Hz, 1 H) 8.93 (s, 1 H).

According to the analysis of related databases, 7170-01-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; MARCIN, Lawrence, R.; THOMPSON, Lorin, A., III; BOY, Kenneth, M.; GUERNON, Jason, M.; HIGGINS, Mendi, A.; SHI, Jianliang; WU, Yong-Jin; ZHANG, Yunhui; MACOR, John, E.; WO2010/83141; (2010); A1;,
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.

General procedure: TEA (1.20 mL, 8.63 mmol) was added to a solution of N-ethyl-2[3-(5-fluoro-pyridin-2-yl)-1H-pyrazol-l-yl] ethanamine dihydrochloride(0.50 g, 1.63 mmol) in CHC13 (5 mL) at room temperature.5-methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid (0.36 g, 1.79 mmol)and propylphosphonic acid anhydride (cyclic trimer) (50% solutionin DMF [approximately 1.6 mol/L], 1.32 mL, 2.12 mmol) wereadded to the reaction solution under cooling in ice water. Theresultant mixture was stirred at 50 C for 5 h. After standing untilcooled to room temperature, water was added thereto, followedby extraction with CHCl3. The organic layer was washed with brine.Then, the organic layer was dried over MgSO4 and the desiccantwas filtered off. Then, the solvent was distilled off under reducedpressure. The obtained residue was purified by column chromatography(20-80% EtOAc in hexanes) and washed with Et2O to yieldthe title compound 4a as a colorless powder (0.51 g, 75%).

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:
Article; Suzuki, Ryo; Nozawa, Dai; Futamura, Aya; Nishikawa-Shimono, Rie; Abe, Masahito; Hattori, Nobutaka; Ohta, Hiroshi; Araki, Yuko; Kambe, Daiji; Ohmichi, Mari; Tokura, Seiken; Aoki, Takeshi; Ohtake, Norikazu; Kawamoto, Hiroshi; Bioorganic and Medicinal Chemistry; vol. 23; 6; (2015); p. 1260 – 1275;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics