Day: February 23, 2021

Electric Literature of 288-88-0, 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 288-88-0 as follows.

Weigh 0.691 g (10 mmol) of 1,2,4-triazole,Para-fluorobenzaldehyde 1.240 g (10 mmol) and anhydrous potassium carbonate 2.760 g (20 mmol) were weighed out,Was dissolved in 25 mL of N, N-dimethylformamide,Add to a thermometer,In a 50 mL four-necked flask equipped with a stirrer,80 under the reaction after 10h stop heating,Filtered to remove potassium carbonate,Ethyl acetate extraction,After the solvent was removed by rotary evaporation,An off-white solid,Recrystallized three times with ethanol,Get pure,Drying at 50 C in vacuo for 6h gave 4- (1-1,2,4-triazolyl) benzaldehyde.

According to the analysis of related databases, 288-88-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Qilu University of Technology; Duan Hongdong; Xu Ting; Bu Juan; (13 pag.)CN107056716; (2017); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 7170-01-6, 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. 7170-01-6, name is 3-Methyl-1H-1,2,4-triazole belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below.

A mixture of 3-methyl-lH-l,2,4-triazole (15.0 g, 181 mmol), 1,2- difluoro-4-nitrobenzene (28.7 g, 181 mmol), and sodium bicarbonate (15.2 g, 181 mmol) in DMSO (100 mL) was heated at 80 0C for 48 h . The reaction mixture was allowed to cool to rt and was poured into water (800 mL). The aqueous mixture was extracted with EtOAc (3 x 200 mL). The combined organic extracts were sequentially washed with water (500 mL) and brine solution (100 mL). The organic layer was dried over sodium sulfate, filtered, and concentrated in vacuo. The crude reaction mixture was purified using silica gel chromatography (30-80% EtOAc/hexane, linear gradient) to afford two regioisomeric products. Pure fractions of the less polar regioisomer were combined and concentrated to afford l-(2-fluoro- 4-nitrophenyI)-3-methyl-lH-l,2>;4-triazole (7.2 g, 30.8 mmol, 17 % yield) as an off- white solid. Pure fractions of the more polar regioisomer were combined and concentrated to afford l-(2~fluoro-4-nitrophenyl)-5-methyl-lH-l52,4-triazoIe (6.23 g, 28.0 mmol, 15 % yield) as an off-white solid. Data for l-(2-fluoro-4-nitrophenyl)-5-methyHH-l,2,4-triazole: LC-MS(M+H)+ = 223.1. 1HNMR (500 MHz, chloroform-*/) delta ppm 8.18 – 8.24 (m, 2 H) 8.04 (s, 1 H) 7.69 – 7.78 (m, 1 H) 2.47-2.53 (m, 3 H).Data for 1 -(2-fluoro-4-nitrophenyl)-3 -methyl- 1 H- 1 ,2,4-triazole: LC-MS (M+H)+ = 223.1. 1H NMR (500 MHz, chloroform-tO delta ppm 8.73 (d, J-2.7 Hz5I H), 8.15 – 8.26 (m, 3 H), 2.53 (s, 3 H).

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; 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

Reference of 4928-87-4,Some common heterocyclic compound, 4928-87-4, name is 1,2,4-Triazole-3-carboxylic acid, molecular formula is C3H3N3O2, 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.

Step 14 Synthesis of 1 -(5-((1 R, 3s, 5S)-8-(4H-1 ,2, 4-triazole-3-carbonyl)-8- azabicyclo[3.2.1 ]octan-3-yl)-7-amino-3-(6-phenylpyridin-3-yl)pyrazolo[1,5- a]pyrimidin-6-yl)ethanoneA mixture of 1 H-1 ,2,4-triazole-3-carboxylic acid (29.4 mg, 0.26 mmol), EDCI (76.7 mg, 0.4mmol), and 1-hydroxybenzotriazole (27 mg, 0.2 mmol) in DMF (2 ml) was stirred at room temperature for 10min. Compound 1-(7-amino-5-((1 R,3s,5S)-8- azabicyclo[3.2.1]octan-3-yl)-3-(6-phenylpyridin-3-yl)pyrazolo[1 ,5-a]pyrimidin-6- yl)ethanone hydrochloride (0.2 mmol) was added followed by N,N- diisopropylethylamine (0.17 ml, 1 mmol). It was stirred further for 20min at room temperature at which time LC/MS analysis confirmed full consumption of starting material. This crude compound was submitted to the analytical group for purification to afford the desired product. LC/MS RT = 2.42 min. Mass calculated for M+H 534.2, observed 534.2.

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

Reference:
Patent; MERCK SHARP & DOHME CORP.; SCHERING CORPORATION; SIDDIQUI, M. Arshad; NAN, Yang; PATEL, Mehul, F.; REDDY, Panduranga Adulla P.; MANSOOR, Umar Faruk; MENG, Zhaoyang; VITHARANA, Lalanthi Dilrukshi; ZHAO, Lianyun; MANDAL, Amit, K.; LIU, Duan; TANG, Shuyi; MCRINER, Andrew; BELANGER, David, B.; CURRAN, Patrick, J.; DAI, Chaoyang; ANGELES, Angie, R.; YANG, Liping; DANIELS, Matthew Hersh; WO2011/90935; (2011); 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 6818-99-1 as follows. Recommanded Product: 3-Chloro-1,2,4-triazole

2- [6-Chloro-3- (ethanesulfonyl) pyridin-2-yl] -3-methyl-6- (trifluoromethyl)-3H-imidazo [4,5-b] pyridine 500 mg, 60% sodium hydride (oil) 60 mg, and mixtures DMF2.5mL, was added under ice-cooling 3-chloro-1H-1,2,4-triazole 141 mg. After stirring under ice-cooling for 2.5 hours, then poured a saturated layer solution to the reaction mixture, followed by extraction with ethyl acetate. The organic layer was washed with water, and saturated brine, and dried with anhydrous sodium sulfate. The resulting organic layer was dried under reduced pressure. The resulting residue was subjected to silica gel chromatography to obtain 435mg of the compound of the present invention beta2 referred to below.

According to the analysis of related databases, 6818-99-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY LIMITED; NAKAJIMA, YUJI; OKAWARA, YUICHI; (263 pag.)JP2016/102104; (2016); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 15988-11-1, These common heterocyclic compound, 15988-11-1, name is 4-Phenyl-1,2,4-triazolidine-3,5-dione, 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: A mixture of dimedone (1 mmol), aldehyde or isatin (1 mmol) and 4-phenylurazole (1 mmol), and catalyst (0.01 g, 5 mol%) in water (5 mL) was refluxed. After completion of the reaction that was monitored by TLC (EtOAc:n-hexane, 1:3), the reaction mixture was cooled to room temperature. Then, the precipitated product was filtered and washed with water and cooled with ethanol to afford the pure product.

Statistics shows that 4-Phenyl-1,2,4-triazolidine-3,5-dione is playing an increasingly important role. we look forward to future research findings about 15988-11-1.

Reference:
Article; Seyyedhamzeh, Mozhdeh; Shaabani, Shabnam; Hamidzad Sangachin, Mona; Shaabani, Ahmad; Research on Chemical Intermediates; vol. 42; 4; (2016); p. 2845 – 2855;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

1455-77-2, name is 3,5-Diamino-1,2,4-triazole, 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. HPLC of Formula: C2H5N5

2-Hydroxybenzaldehyde (0.02 mol L1, 2 mL) in ethanol (10 mL)was added to a magnetically stirred solution of 3,5-diamino-1,2,4-triazole (0.01 mol L1, 0.99 mg) in ethanol (20 mL). The mixture was refluxed for 2 h. The reaction was monitored through TLC.During refluxing yellow precipitates started forming. It was refluxed for another half an hour. It was then cooled to room temperature, filtered, washed with cold ethanol (2 10 mL) thenwith ether (2 5 mL), dried and recrystallized in a mixture of hot ethanol and ether (2:1).2.3. 2-{(E)-[(3-{[(Z)-(2-hydroxyphenyl)methylidene]amino}-1H-1,2,4-triazol-5-yl)imino]methyl}phenol (L)Yield: (1.63 g, 75percent); mp: 244 ¡ãC; color (yellow): IR (cm-1): 3429(OH), 3195 (N-H), 1634 (HC=N), 1604 (C=N) and 1023 (N-N); 1HNMR (ppm DMSO?d6): d 12.81 (s, 1H, NH), 12.14 (s, 1H, OH), 9.16 (s,2H, C7-H, C7,-H), 6.97-7.69 (m, Ar-H); 13C NMR (DMSO?d6):d 157.19 (C8,C8,), 160.67 (C7,C7,), 168.54 (C1, C1,), 117.05-133.93(Ar-C); Mass Spectrum EIMS m/z (percent): 307.31: [M], 308.0(10),277.1(17), 204.1(13), 185.1(100), 171.1(6), 157.0(4). Anal. Calc. for C16H13N5O2 (307.31): C, 62.53 (62.45); H, 4.26 (4.20); N, 22.79(22.72).

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

Reference:
Article; Sumrra, Sajjad Hussain; Kausar, Samia; Raza, Muhammad Asam; Zubair, Muhammad; Zafar, Muhammad Nadeem; Nadeem, Muhammad Arif; Mughal, Ehsan Ullah; Chohan, Zahid Hussain; Mushtaq, Fazila; Rashid, Umer; Journal of Molecular Structure; vol. 1168; (2018); p. 202 – 211;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 13423-60-4, 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. 13423-60-4, name is 1-Phenyl-1H-1,2,4-triazole, This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 111 1-phenyl-4-(tetradec-1-yl)triazolium bromide 0.300 g (0.002 mol) 1-phenyltriazole 1 and 1.500 g (0.006 mol) 1-bromotetradecane 2 were dissolved in a pressure tube in 7 ml THF. The reaction mixture was stirred 4 d at 110 C. THF was removed because of the parallel positive experiences of solvent-free synthesis and the mixture stirred for 4 h at 110 C. To the obtained solid 10 ml petroleum ether was added. The product is filtered off, washed with petroleum ether, and dried in high vacuum. M 422.53 C22H36N3Br Yield: 0.4632 g (59%) 1H-NMR DM-108 (300 MHz/DMSO): (ppm)=0.86 (t, 3H, 20-H); 1.25 (m, 24H, 9-19-H); 1.94 (q, 2H, 8-H); 4.32 (t, 2H, 7-H); 7.70 (m, 3H, 5/5’/6H); 7.96 (d, 2H, 4/4′-H); 9.50 (s, 1H, 1-H); 10.97 (s, 1H, 2-H) 13C-NMR DM-108 (75.475 MHz/DMSO):

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

Reference:
Patent; TECHNISCHE UNIVERSITAET DRESDEN; US2011/105761; (2011); 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. 584-13-4, name is 4H-1,2,4-Triazol-4-amine, A new synthetic method of this compound is introduced below., SDS of cas: 584-13-4

General procedure: In a typical experiment Pd(OAc)2 (5.6mg, 0.025mmol), triphenylphosphine (13.2mg, 0.05mmol), iodoalkene (1-4) or iodoarene (5-19) (1mmol) were dissolved in DMF (10mL) under argon in a three-necked flask equipped with a reflux condenser and a balloon on the top. Aminotriazole nucleophile (a, b or c) (1.2mmol) and triethylamine (0.5mL) were added. The atmosphere was changed to carbon monoxide. (Caution: High pressure carbon monoxide should only be used with adequate ventilation (hood) using CO sensors as well.) The reaction was conducted for the given reaction time upon stirring at 70C. The mixture was then concentrated and evaporated to dryness. Toluene (15mL) was added to the residue, the precipitate (product) was filtered, washed with water on the filter and dried. The off-white powder-like material was dissolved in methanol, the palladium-black was filtered off and methanol was evaporated.

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; Gergely, Mate; Boros, Borbala; Kollar, Laszlo; Tetrahedron; vol. 73; 48; (2017); p. 6736 – 6741;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 7343-34-2, name is 3,5-Dimethyl-4H-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 7343-34-2, Computed Properties of C4H7N3

Intermediate 2 4-(3,5-dimethyl-lH-l,2,4-triazol-l-yl)-6-iodo-2-methylpyrimidine (Intermediate 2) A mixture of 4,6-dichloro-2-methylpyrimidine (505 mg, 3.1 mmol), 3,5-dimethyl-lH-l,2,4- triazole (300 mg, 3.1 mmol) and CS2CO3 (1.54 g, 4.7 mmol) in THF (20 mL) was heated at reflux overnight. The mixture was filtered and the filtrate was concentrated to give 4-chloro-6- (3,5-dimethyl-lH-l,2,4-triazol-l-yl)-2-methylpyrimidine that was used without further purification. MS: m/z = 224.1 (M+H). To a mixture of 4-chloro-6-(3,5-dimethyl-lH-l,2,4-triazol-l-yl)-2-methylpyrimidine (2.00 g, 8.9 mmol), KI (4.44 g, 26.8 mmol) was added 57percent aq. HI solution (20 mL, 89.2 mmol). After heating at 70 ¡ãC for 5 min, water (20 mL) was added to the reaction mixture. The white solid was filtered, rinsed with water, and dried under vacuum to give Intermediate 2 as a white solid. XH NMR (400 MHz, DMSO) delta 8.06 (s, 1H), 2.78 (s, 3H), 2.62 (s, 3H), 2.30 (s, 3H). MS: m/z = 316.1 (M+H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3,5-Dimethyl-4H-1,2,4-triazole, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; KUDUK, Scott, D.; MCCOMAS, Casey, C.; REGER, Thomas, S.; WO2014/78216; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products 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 2 Preparation of 4,5-dibromo-2H-1,2,3-triazole NBS (123 g, 690 mmol), K2CO3 (0.8 g, 5.8 mmol) and IPAc (300 mL) are added into a round bottom flask with the internal temperature of the flask keep at 20 C. Then, 1H-1,2,3-triazole (19 mL, 330 mmol) is slowly added in the flask by keeping internal temperature of the reaction mixture below 40 C. The reaction mixture is stirred at 20 C. for 5 h, and then filtered. The filter cake is washed with IPAc (30 mL), and then the filter cake is discarded. The filtrate is washed with 2% NaS2O3 (100 mL). The solvent of the resulting organic layer is distilled under vacuum and the internal temperature of the solvent is kept below 45 C. After the distillation, the obtained product is recrystallized by hexanes (600 mL). The resulting solid is filtered, and the filter cake is washed with hexanes (60 mL). The resulting solid is dried under vacuum at a temperature of no more than 35 C. to afford 70.8 grams of the product. Other R1 heterocycles as contemplated in the present invention can be brominated via similar preparation procedures as outlined above.

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

Reference:
Patent; Boehringer Ingelheim International GmbH; Eriksson, Magnus Carl Arne; Krishnamurthy, Dhileepkumar; Wang, Xiao-Jun; Zhang, Li; US8410091; (2013); B1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics