Day: February 3, 2021

Adding a certain compound to certain chemical reactions, such as: 41253-21-8, name is Sodium 1,2,4-triazol-1-ide, 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 41253-21-8, Safety of Sodium 1,2,4-triazol-1-ide

EXAMPLE 1 A mixture of 2,2′-(5-methyl-1,3-phenylene)di(2-methylpropiononitrile), (2.26 g), N-bromosuccinimide (1.78 g), benzoyl peroxide (0.05 g) and carbon tetrachloride (50 ml) was heated under reflux for 2 h, cooled and filtered, and the filtrate was evaporated to dryness under reduced pressure. The residue was dissolved in dimethylformamide (20 ml), sodium triazole (1.8 g) was added, and the mixture was stirred at room temperature for 18 h. Water (100 ml) was added, and the mixture was extracted twice with ethyl acetate. The extracts were combined, dried and evaporated to dryness under reduced pressure, and the residue was purified by flash column chromatography, eluding with ethyl acetate, to give 2,2′-[5-(1H-1,2,4-triazol-1-ylmethyl)-1,3-phenylene]di(2-methylpropiononitrile), mp 81-82 after crystallisation from ethyl acetate/cyclohexane.

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; Imperial Chemical Industries plc; US4935437; (1990); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

15294-81-2, name is 4,5-Dibromo-1H-1,2,3-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: C2HBr2N3

15.38 g (67.79 mmol) of 4,5-dibromo-1H-1,2,3-triazole, 24.80 g (203.38 mmol) of phenylboronic acid, 7.83 g (6.78 mmol) of tetrakis(triphenylphosphine)palladium(0), and 18.74 g (135.59 mmol) of potassium carbonate were added to a mixed solution including 170 mL of tetrahydrofuran and 70 mL of water, and stirred under reflux. After the reaction was completed, the reaction product was cooled to room temperature, and an aqueous solution layer was removed therefrom by extraction. The resultant was filtered under reduced pressure through silica gel, and the filtrate was concentrated under reduced pressure. The product obtained therefrom was separated by silica gel column chromatography to obtain 7.31 g (yield of 49%) of Intermediate (D). (0279) LC-Mass (Calcd: 221.10 g/mol, Found: M+1=222 g/mol)

The synthetic route of 15294-81-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Samsung Electronics Co., Ltd.; Samsung SDI Co., Ltd.; KWON, Eunsuk; KIM, Sangmo; KIM, Jongsoo; SON, Jhunmo; JEON, Soonok; CHUNG, Yeonsook; JUNG, Yongsik; CHWAE, Jun; (150 pag.)US2019/334095; (2019); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 6523-49-5, name is 4-(1,2,4-Triazol-1-yl)aniline, 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 6523-49-5, HPLC of Formula: C8H8N4

A cooled (0 0C) solution of 6-(cyclopropylmethyl(propyl)amino)pyrimidine-4- carboxylic acid (Intermediate 21 , 112 mg; 0.45 mmol) in DCM was treated with diisopropylethylamine (78.4 ml 0.52 mmol) and methyl chloroformate (36.2 ml 0.47 mmol). After stirring at 0 0C for 15 minutes, 4-(1 H-1 ,2,4- triazol-1-yl)aniline (Maybridge, 108 mg; 0.67 mmol) was added and the mixture stirred for 72 hours. The solvent was evaporated and the compound purified by preparative HPLC to give the title compound as a white solid.1H NMR (400MHz, CDCI3) delta 10.13 (1 H, s), 8.56 (2H, d, J = 13.9 Hz), 8.11 (1 H, s), 7.93 (2H, d, J = 8.6 Hz), 7.70 (2H, d, J = 8.6 Hz), 7.36 (1 H, s), 3.53 (4H, s), 1.75-1.65 (2H, m), 1.10 (1 H, s), 0.97 (3H, t, J = 7.4 Hz), 0.58 (2H, d, J = 7.7 Hz), 0.35-0.30 (2H, m). MS (ESI+) 378. HPLC (Condition C) Rt 3.70 min (HPLC purity 99.8%).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; LABORATOIRES SERONO SA; WO2009/19167; (2009); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application 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.

To a stiffing solution of 4-fluorobenzaldehyde (10.0 g, 80.6 mmol) in DMF (150 mL) were added K2CO3 (13.3 g, 96.7 mmol) and 1,2,4-triazole (6.67 g, 96.7 mmol) and the resultant reaction mixture was stirred at 120 C. for 6 h. After completion of reaction (by TLC), the reaction mixture was diluted with H2O and extracted with EtOAc (3¡Á100 mL). The combined EtOAc layer was washed with H2O and brine, dried over Na2SO4, and concentrated under reduced pressure to afford the title compound as a solid (9.0 g, 65%): mp 145-149 C.: 1H NMR (400 MHz, CDCl3) delta 10.08 (s, 1H), 8.70 (s, 1H), 8.16 (s, 1H), 8.06 (d, J=8.0 Hz, 2H), 7.92 (d, J=8.0 Hz, 2H); ESIMS m/z 173.9 ([M+H]+).

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; Dow AgroSciences LLC; Lo, William C.; Hunter, James E.; Watson, Gerald B.; Patny, Akshay; Iyer, Pravin S.; Boruwa, Joshodeep; US2014/171308; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 103755-58-4, 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. 103755-58-4 name is (1-Phenyl-1H-1,2,3-triazol-4-yl)methanol, 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 solution of primary alcohol intermediate 43 (1.7 g, 9.71 mmol) in anhydrous DCM (20 mL) was added PBr3 (7.89 g, 29.13 mmol) at room temperature. The reaction mixture was stirred at room temperature overnight. The reaction mixture was quenched by adding H2O (20 mL) slowly, adjusted the pH to 7-8 with NaHCO3. The organic phase was separated and aqueous layer was extracted with DCM (20 mL ¡Á 2). The combined organic layers were dried over Na2SO4. The solvent was removed in vacuo and the residue was purified by silica gel column (PE/EtOAc = 4:1) to afford bromine intermediate 44 (1.11 g, 48%) as a white solid. Mp: 126-130 C, TLC Rf = 0.70 (PE/EtOAc = 2:1); 1H NMR (600 MHz, CDCl3, delta ppm): 8.02 (s, 1H), 7.74-7.72 (m, 2H), 7.56-7.53 (m, 2H), 7.48-7.45 (m, 1H), 4.66 (s, 2H); MS (ESI) m/z calcd for C9H8BrN3 [M +2 + H]+: 240.0, found: 240.2.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, (1-Phenyl-1H-1,2,3-triazol-4-yl)methanol, and friends who are interested can also refer to it.

Reference:
Article; Qin, Yinhui; Teng, Yuetai; Ma, Ruixin; Bi, Fangchao; Liu, Zhiyang; Zhang, Panpan; Ma, Shutao; European Journal of Medicinal Chemistry; vol. 180; (2019); p. 321 – 339;,
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., Recommanded Product: 252742-72-6

Example 8: Synthesis of I5-Chloromethyl-2,4-dihydro-[1 ,2,4]triazol-3-one-variant:To a solution of 0.6Og (1.48mmol, 1 equivalent) of III in 3.1 mL of DMF were added 226mg (1.64mmol, 1.1 equivalents) of potassium carbonate at ambient temperature. The mixture was stirred at 209C and a solution of 238mg (1.78mmol, 1.2 equivalents) of 5-Chloromethyl-2,4-dihydro-[1 ,2,4]triazol-3-one in 1.5ml_ of DMF was added dropwise within 15min. The reaction was stirred for 15min at 209C before 1 OmL of water were added dropwise while the product started to crystallize. The resulting suspension was stirred for 10min at 259C before it is cooled to 00C and stirred for 1 h. The crystals was collected by filtration and washed with cold water to give 416mg (68percent) of the title compound after drying under reduced pressure (400C, 10mbar) as a white crystalline product.Example 8a: Synthesis of I lambda^I -Amino^-chloro-eth-^-ylideneJ-hydrazinecarboxylic acid methyl ester-variant: To a solution of 500mg (1.14mmol, 1 equivalent) of III in 4.2mL of acetonitrile were added 546muL (3.29mmol, 2.9 equivalents) of lambda/,lambda/-diisopropylethylamine and 244mg (1.48mmol, 1.29 equivalents) of /V- [1 -Amino-2-chloro-eth-(Z)-ylidene]-hydrazinecarboxylic acid methyl ester. The resulting suspension was stirred at ambient temperature for 3h while a clear solution was formed. The reaction mixture was concentrated under reduced pressure (450C, 100mbar) and the residue was dissolved in 1 OmL of dichloromethane and washed with 1 OmL of a 26.5percent aqueous sodium chloride solution. The organic layer was concentrated under reduced pressure (459C, 100mbar). Then 4.2mL of acetonitrile were added to the residue and the mixture was transferred to a reactor where it was stirred for 55h at 1109C and 1.5bar. Then the reaction mixture was concentrated under reduced pressure (450C, 10 mbar) and the residue was dissolved in 5.6mL of methanol. The reaction mixture was heated to reflux and charcoal was added. The reaction mixture was kept at reflux for 30min before it was filtered over a bed of celite and washed with methanol. The filtrate was concentrated under reduced pressure and then suspended in acetonitrile. The resulting crystalline product I was collected by filtration and washed with cold acetonitrile to give 324mg (53percent) of the title compound as a white crystalline product.Example 9: Synthesis of I without isolation of intermediates:A mixture of 33.5g (77mmol, 1 equivalent) of Xl dissolved in 496ml_ of methanol and 6.69g of Pd/C (10percent) was charged with hydrogen and stirred for 2h at ambient temperature. The catalyst was filtered off and washed three times with 5OmL of methanol. The filtrate was concentrated under reduced pressure (450C, 10mbar) to yield in 34g of III as a colourless oil. This oil was dissolved in 278ml_ of acetonitrile and 28g (218mmol, 2.9 equivalents) of lambda/,lambda/-diisopropylethylamine and 16g (97,8mmol, 1.3 equivalents) of /V-[1 – Amino-2-chloro-eth-(Z)-ylidene]-hydrazinecarboxylic acid methyl ester were added. The mixture was stirred at ambient temperature for three hours and then concentrated under reduced pressure. The residue was dissolved in 30OmL of dichloromethane and washed with 30OmL of a 26.5percent aqueous sodium chloride solution. The organic layer was concentrated under reduced pressure (45¡ãC, 10mbar). Then 13OmL acetonitrile were added and the resulting mixture was transferred to a reactor where it was stirred for 45h at 1100C and 1.5 bar. The reaction mixture was then concentrated under reduced pressure (450C, 10mbar) and the residue was dissolved in 371 mL methanol. The reaction mixture was heated to reflux and charcoal was added. The reaction mixture was kept at reflux for 30min before it was filtered over a bed of celite and washed with methanol. The filtrate was concentrated under reduced pressure and then suspended in 278mL of acetonitrile. The resulting crystals were collected by filtration and washed with acetonitrile to give 377g (69percent) of the title compound as a white crystalline product.NMR: 1H-NMR (DMSOd6, 300MHz) delta (ppm) = 1.36 (d, CH3, 3H, J 6.5Hz), 2.39(dt, CH2, 1 H, J 11.7Hz, J 3.1 Hz), 2.75 (d, CH2, 1 H, J 14.2Hz), 2.84 (d, CH2, 1 H, J 11.7Hz), 3.38 (d, CH2, 1 H, J 13.9Hz), 3.49 (d, CH, 1 H, J 2.54), 3.62 (d, CH2, 1 H, J 10.9Hz), 4.12 (t, CH2, 1 H, J 9.9Hz), 4.33 (d, CH, 1 H, J 2.7Hz), 4.94 (q, CH, 1 H, J 6.5Hz), 7.07 (t, CH, 2H, J 8.8Hz), 7.37 (s, CH, 2H), 7.51 (t, CH, 2H, J 6.1 Hz), 7.83 (S, CH, 1 H), 11.29 (bs, NH, 2H). 13C-NMR (DMSOd6, 75.47MHz) delta (ppm) = 24.75, 50.79, 51.88, 59.07, 68.02, 71.87, 95.77, 114.79, 115.07, 121.39, 121.60, 125.22, 126.87, 128.83, 129.88, 130.31 , 130.74, 131.18, 131.37, 131.47, 133.52, 133.56, 144.24, 146.87, 156.72, 160.45, 163.68.

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; Sandoz AG; WO2009/106486; (2009); 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. 16681-65-5, name is 1-Methyl-1H-1,2,3-triazole, A new synthetic method of this compound is introduced below., Safety of 1-Methyl-1H-1,2,3-triazole

Bis(1-Methyl-1H-1,2,3-triazol-5-yl)methanone A solution of 1-methyl-1H-1,2,3-triazole (0.954 g, 11.4 mmol, prepared according to PCT Int. Appl., 2008098104) in THF (22 mL) was stirred at ?-70 C. under argon while n-BuLi (2.56 M in hexanes, 4.29 mL, 11.0 mmol) was added dropwise over 5 minutes. After stirring for another 5 minutes, a solution of ethyl methoxy(methyl)carbamate (0.665 g, 4.99 mmol) in THF (3 mL) was added dropwise over 5 minutes. After stirring at ?-70 C. for an additional 5 minutes, the cold bath was removed and the light slurry was allowed to warm to room temperature with stirring for 1 hour 20 minutes. The reaction was then quenched at room temperature with 5 M aqueous NH4Cl (3 mL) and the aqueous layer was extracted with THF (1*6 mL). The combined organic layers were dried (Na2SO4), filtered, and concentrated. A portion of the residue was crystallized from ?30 mL toluene to provide, after washing the filter cake with ether (1*3 mL) and heptane (1*3 mL), to yield the title compound as blunt needles.

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; 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.; Fourie, Anne; Xue, Xiaohua; Cummings, Maxwell D.; Jones, William Moore; Goldberg, Steven; US2015/105366; (2015); 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. 288-88-0, name is 1H-1,2,4-Triazole belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below. Formula: C2H3N3

Intermediate 71; 1-Ethyl- IH-I, 2,4-triazole; A solution of DBU (220.2 g, 1.736 moles) in THF (200 ml) was added dropwise to a mechanically stirred suspension of 1, 2,4-triazole (100 g, 1.44 moles) and ethyl iodide (318 g, 2.026 moles) in dry THF (1 L) at 0 C, over a period of 3 hrs via addition funnel. The reaction mixture was allowed to warm to RT and stirred for overnight. The reaction mixture was filtered through celite and washed with THF (2x250ml). The combined filtrates were concentrated and the residue was distilled under reduced pressure to give the product as colorless liquid. (55gm) NMR (400 MHz, CDC13, delta): 1.51(t, 3H), 4.21 (q, 4H), 7.92 (s, IH), 8.05 (s, IH).

The synthetic route of 288-88-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; PEER MOHAMED, Shahul, Hameed; WATERSON, David; WO2010/67125; (2010); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 16681-67-7, These common heterocyclic compound, 16681-67-7, name is 4-Bromo-2-methyl-2H-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.

4H-[l,2,4]triazolo[4,3-a][l,5]benzodiazepine, 5,6-dihydro-(4R)-l,4-dimethyl-8-(2- methyl- 2H-l,2,3-triazole-4-yl)-6-(4-chloro-phenyl) (Compound 48). A mixture of 4-R-4H- [l,2,4]triazolo[4,3-a][l,5]benzodiazepine, 5,6-dihydro-l,4-dimethyl-8-(4,4,5,5- tetramethyl-1.3.2- dioxaborolan-2-yl)-6-(4-chloro-phenyl) (200 mg, 0.44 mmol), 4-bromo-2-methyl-2H-1.2.3- triazole (72 mg, 0.44 mmol), tetrakis(triphenylphosphine)palladium(0) (51 mg) and potassium carbonate (243 mg, 1.76 mmol) in mixed solution of tetrahydrofuran (10 mL) and water (2 mL) was heated at 100C for 30 minutes under microwave (pressure: 17.2 bar, equipment power : 150W). The reaction mixture was diluted with ethyl acetate (50 mL), washed by brine (20 mL x 3), dried over anhydrous sodium sulfate and then filtered. The filtrate was concentrated and the residue was purified by column chromatography (silica gel,dichloromethane/methanol = 10:1) to afford 4-R-4H-[ 1,2,4] triazolo[4,3-a][l,5]benzodiazepine, 5,6-dihydro-l,4-dimethyl-8-(2-methyl-2H-l,2,3-triazole-4-yl)-6-(4-chloro-phenyl) as a white solid (80 mg, 44.5 %).

Statistics shows that 4-Bromo-2-methyl-2H-1,2,3-triazole is playing an increasingly important role. we look forward to future research findings about 16681-67-7.

Reference:
Patent; CONSTELLATION PHARMACEUTICALS, INC.; ALBRECHT, Brian, K.; GEHLING, Victor, S.; HEWITT, Michael, C.; TAYLOR, Alexander, M.; HARMANGE, Jean-Christophe; WO2012/151512; (2012); A2;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 7343-33-1, name is 5-Bromo-1H-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 7343-33-1, Computed Properties of C2H2BrN3

To a 250 mL reaction flask was added 3-bromo-lH-l,2,4-triazole (5 g, 33.8 mmol), copper(I) iodide (0.644 g, 3.38 mmol) and cesium carbonate (11.01 g, 33.8 mmol). The flask was evacuated/backfilled with N2, then DMSO (33.8 ml) and l-iodo-4-(trifluoromethoxy)benzene (4.87 g, 16.90 mmol) were added. The reaction mixture was heated to 100 ¡ãC for 20 h. The reaction was cooled to room temperature, diluted with EtOAc and filtered through a plug of Celite. The Celite was further washed with EtOAc. Water was added to the combined organics, and the layers were separated. The aqueous phase was neutralized to pH 7, and further extracted with EtOAc. The combined organics were concentrated in vacuo.Purification via flash chromatography (silica/EtO Ac/Hex) yielded 3-bromo-l-(4- (trifluoromethoxy)phenyl)-lH-l,2,4-triazole as an off white solid (3.78 g, 12.27 mmol,72.6percent): mp 69-70 ¡ãC; ]H NMR (400 MHz, CDC13) delta 8.44 (s, 1H), 7.70 (d, / = 8.9 Hz, 2H), 7.38 (d, J = 8.5 Hz, 2H); 19F NMR (376 MHz, CDC13) delta -58.04; EIMS m/z 307.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; DOW AGROSCIENCES LLC; CROUSE, Gary D.; DEMETER, David A.; SPARKS, Thomas C.; WANG, Nick X.; DENT, William Hunter; DEAMICIS, Carl; NIYAZ, Noormohamed M.; BAUM, Erich W.; FISCHER, Lindsey Gayle; GIAMPIETRO, Natalie Christine; WO2013/9791; (2013); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics