Tag: M.W=0-100

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. category: Triazoles

A mixture of 1.66 g (20 mmol) of 3-methyl-1,2,4-triazole and 16.6 ml of tetrahydrofuran was added dropwise, and 2.29 g (10 mmol) of pure 2-bromoisobutyryl bromide was added dropwise over 30 minutes, The mixture was further stirred for 2 hours, filtered and the insoluble material was filtered off and the filtrate was concentrated to dryness under reduced pressure. 5 ml of methyl tert-butyl ether was added, stirred for 30 minutes, filtered, and the cake was dried to obtain 2.09g of product, yield 90%.

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; Ningbo Baisijia Pharmaceutical Technology Co., Ltd.; Jin Chunhua; Tang Jianbo; Wang Kedi; Zhu Qinfeng; (13 pag.)CN106866558; (2017); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

These common heterocyclic compound, 10570-40-8, name is 4-Methyl-4H-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. name: 4-Methyl-4H-1,2,4-triazole

Step 2. 40 mmol of 4-methyl-1,2,4-triazole and 120 mmol of propargyl chloride were stirred under nitrogen at 90 C, and condensed and refluxed for 48 h to complete the quaternization reaction.The reaction product is washed with carbon tetrachloride and steamed to obtain a pale yellow liquid.1,2-Dipropargyl-4-methyl-1,2,4-triazole chloride 8.35 g.

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

Reference:
Patent; Nanjing Tech University; Guan Guofeng; Ding Jing; He Yuting; Li Xue; Yuan Dashui; Wan Hui; Wang Lei; (9 pag.)CN108250227; (2018); A;,
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., Safety of 3-Methyl-1H-1,2,4-triazole

Example 23a 5-(3-Methyl-1H-1,2,4-triazol-1-yl)pyridin-2-amine CuI (285 mg, 20 mol %), L-proline (345 mg, 40 mol %) and potassium carbonate3 (2.07 g, 15.00 mmol) were added to a solution of 5-bromo-pyridin-2-ylamine (CAS 1072-97-5, 1.30 g, 7.50 mmol) and 3-methyl-1H-[1,2,4]triazole (CAS 7170-01-6, 935 mg, 11.3 mmol) in anhydrous DMSO (5 mL). The reaction mixture was heated at 120 C. for 5 days, cooled to r.t., diluted with DCM and filtered through a pad of Celite. The filtrate was concentrated under reduced pressure and the residue was purified by a reversed phase purification (C18-column) using stepped gradients of 20 to 50% MeOH in water (containing 1% NH4OH) to give the title product (153 mg, 12%). 1H NMR (400 MHz, MeOD) delta ppm 2.41 (s, 3H) 6.67 (d, 1H) 7.75 (dd, 1H) 8.24 (d, 1H) 8.72 (s, 1H). MS (ES) m/z 176.2 [M+H]+.

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; ASTRAZENECA AB; US2012/122843; (2012); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 1455-77-2, 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. 1455-77-2 name is 3,5-Diamino-1,2,4-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.

To a stirred solution of IH- 1 ,2,4-triazole-3,5-diamine (1.0 g, 10.1 mmol), methyl 3-oxobutanoate (1.17 g, 10.1 mmol), and 2,4-dichlorobenzaldehyde (1.35 g, 10.1 mmol) in THF (30 mL) and heptane (8 mL) was added piperidine (30 mg, 0.3 mmol) and the reaction was heated to 70 ¡ãC for 2 days. The reaction was concentrated to afford crude methyl 2-amino-7-(2,4-dichlororhohenyl)-5-methyl-4,7-dihydro-[1,2,4]- triazolo[1,5-alpha]pyrimidine-6-carboxylate as a light yellow solid. [00202] HPLC Phenomenex LUNA C-18 4.6 x 50 mm, 0 to 100percent B over 4 minutes, 1 minutes hold time, A = 90percent water, 10percent methanol, 0.1percent TFA, B = 10percent water, 90percent methanol, 0.1percent TFA, RT = 3.03 min, 97percent homogeneity index.[00203] To a stirred solution of crude methyl 2-amino-7-(2,4-dichlorophenyl)-5- methyl-4,7-dihydro-[1,2,4]-triazolo[1,5-fl]pyrimidine-6-carboxylate (10.1 mmol) in CH2Cl2 (100 mL) was added DDQ (2.75 g, 12.1 mmol). The reaction was kept at room temperature for 1 h and was quenched by satd aq NaHCO3 solution. The organic layer was washed with satd aq NaHCO3 and brine prior to drying over anhydrousMgSO4. Filtration, concentration under reduced pressure and purification by silica gel chromatography afforded methyl 2-amino-7-(2,4-dichlorophenyl)-5-methyl-[ 1,2,4]- triazolo[1,5-fir]pyrimidine-6-carboxylate (2.0 g, 56percent) as a light yellow solid. [00204] 1H NMR (400 MHz, CDCl3) delta 7.59 (d, J= 1.8 Hz, 1H), 7.43 (dd, J= 1.8, 7.9 Hz, 1H), 7.29 (d, J= 7.9 Hz, 1H), 4.72 (s, 2H), 3.64 (s, 3H), 2.77 (s, 3H). [00205] HPLC Phenomenex LUNA C-18 4.6 x 50 mm, 0 to 100percent B over 4 minutes, 1 minutes hold time, A = 90percent water, 10percent methanol, 0.1percent TFA, B = 10percent water, 90percent methanol, 0.1percent TFA, RT = 2.85 min, 100percent homogeneity index. [00206] LCMS: Anal. Calcd. for C14H11Cl2N5O2 351.03; found: 352.11 (M+H)+.

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

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2006/71752; (2006); 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. 288-36-8, name is 1H-1,2,3-Triazole, A new synthetic method of this compound is introduced below., Application In Synthesis of 1H-1,2,3-Triazole

Sodium methoxide, prepared from sodium (1.8 g, 79.8 mmol) and methanol (30 ml) was added to a cooled solution of 1 H-1 ,2,3-triazole (5 g, 72.5 mmol) and stirred at O0C for 30 minutes, lodomethane (5 ml, 79.8 mmol) was then added dropwise and the reaction warmed to room temperature and stirred for 24 hours. The reaction was concentrated in vacuo and the residue partitioned between dichloromethane and 1 M aqueous NaOH. The organic extract was dried over MgSO4 and concentrated in vacuo to afford the title compound as a yellow oil (2.5 g, 42% yield). 1HNMR (CDCI3): 4.11 (s, 3H), 7.53 (s, 1 H), 7.69 (s, 1 H)

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; PFIZER LIMITED; WO2008/135826; (2008); A2;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 288-36-8,Some common heterocyclic compound, 288-36-8, name is 1H-1,2,3-Triazole, molecular formula is C2H3N3, 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.

To a solution of 1 ,2,3-trazole (10 g, 145 mmol) in 150 ml of THF were added potassium carbonate (40 g, 290 mmol) and MeI (13.58 ml, 217 mmol). The resulting reaction mixture was stirred at rt for 3hr. The reaction mixture was filtered and the filtrate was concentrated to afford the title compound (9.2 g, 78%). 1 H NMR (400 MHz, CDCI3) deltappm 7.71 (s, 1 H), 7.55 (s, 1 H), 4.14 (s, 3H).

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

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/98104; (2008); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 16681-65-5, A common heterocyclic compound, 16681-65-5, name is 1-Methyl-1H-1,2,3-triazole, molecular formula is C3H5N3, 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.

A 2.5 M solution of n-butyllithium in hexanes (9.60 mL, 24.0 mmol) was added dropwise to a stirring solution of 1-methyl-1H-1,2,3-triazole (2.00 g, 24.0 mmol, prepared according to PCT Int. Appl., 2008098104) in dry THF (100 mL) at -50 C. The reaction became heterogeneous and yellow during addition. After 15 min, a solution of tert-butyl 3-formylazetidine-1-carboxylate (4.45 g, 24.0 mmol) in dry THF (10 mL) was added dropwise by syringe. The reaction mixture became homogeneous and was allowed to slowly warm to 0 C. Water (10 mL) and ethyl acetate (100) mL were added. The biphasic mixture was warmed to 23 C. The mixture was partitioned between half-saturated aqueous sodium chloride solution (100 mL) and ethyl acetate (300 mL). The layers were separated. The organic layer was dried with sodium sulfate and the dried solution was filtered. Celite (14 g) was added to the filtrate and the solvents were removed by rotary evaporation to provide a free-flowing powder. The powder was loaded onto a silica gel column. Elution with ethyl acetate initially, grading to 5% methanol-ethyl acetate provided the title compound as a white foam.

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.; Pierce, Joan; Goldberg, Steven; Fourie, Anne; Xue, Xiaohua; US2014/107094; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 288-36-8, A common heterocyclic compound, 288-36-8, name is 1H-1,2,3-Triazole, molecular formula is C2H3N3, 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.

A solution of 2-iodo-5-methylbenzoic acid (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-1,2-diamine (0.43 g, 3.05 mmol). The mixture was heated at 120 C. 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 1N HCl and extracted with EtOAc. The organic layer was dried over Na2SO4, filtered and concentrated. The residue was purified by gradient elution on SiO2 (MeOH in DCM with 0.1% AcOH) to give the faster eluting 2-(2H-1,2,3-triazol-2-yl)-5-methylbenzoic acid A-2, followed by the undesired regioisomer isomer, 2-(1H-1,2,3-triazol-2-yl)-5-methylbenzoic acid. Data for A-2: 1HNMR (500 MHz, DMSO-d6) delta 12.98 (br s, 1H), 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; Bergman, Jeffrey M.; Breslin, Michael J.; Coleman, Paul J.; Cox, Christopher D.; Mercer, Swati P.; Roecker, Anthony J.; US2008/132490; (2008); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

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. 288-36-8, name is 1H-1,2,3-Triazole belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 1H-1,2,3-Triazole

Step 1: Preparation of 3-(1,2,3-triazol-1-yl)propanol ; 1,2,3-triazole (2g, 28.96mmol) was dissolved in 1,4-dioxane (40mL), and potassium carbonate (8g, 57.92mmol), potassium iodide (962mg, 5.79mmol) and 3-bromopropanol (3.3mL, 43.43mmol) were added thereto, followed by stirring at 100 for 3 hours. After the reaction was completed, the reactants were cooled to room temperature and filtered. The filtrate was concentrated under reduced pressure. The resulting residue was purified by column chromatography to afford the title compound (2.5g, 68%). 1H NMR (CDCl3, 400MHz): delta 7.68 (s, 1H), 7.59 (s, 1H), 4.54 (t, J =6.8Hz, 2H), 3.62 (q, J =5.6Hz, 2H), 2.44 (t, J =5.2Hz, 1H), 2.15-2.10 (m, 2H

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

Reference:
Patent; DONG-A PHARM.CO., LTD.; KIM, Soon-Hoe; IM, Weon-Bin; CHOI, Sung-Hak; CHOI, Sun-Ho; SOHN, Ju-Hee; SUNG, Hyun-Jung; KIM, Mi-Yeon; CHO, Kang-Hun; SOHN, Tae-Kyoung; WO2011/132901; (2011); A2;,
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., Application In Synthesis of 3-Methyl-1H-1,2,4-triazole

A mixture of 3-methyl-lH-l,2,4-triazole (5.0 g, 60.2 mmol), 1- 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-lH-l,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; 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