Day: June 21, 2021

New discoveries in chemical research and development in 2021. The transformation of simple hydrocarbons into more complex and valuable products via catalytic C–H bond functionalisation has revolutionised modern synthetic chemistry. 61-82-5, name is 1H-1,2,4-Triazol-5-amine belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C2H4N4

General procedure: A mixture of 1,2,4-triazol-3-amine 1 (1 mmol), aromatic aldehydes2a-o (1 mmol) and 1,3-cyclohexanedione 3 (1 mmol) were taken into a RB flask, irradiated under MW at 150 W for 60 s. The progress ofthe reaction was observed by TLC. After cooling, the reaction mass becamegummy,washed thoroughlywith 1:1 hexane and ethyl ethanoateto afford the compounds 4a-o (Scheme 1).

I hope this article can help some friends in scientific research. I am very proud of our efforts over the past few months and hope to 1H-1,2,4-Triazol-5-amine help many people in the next few years.

Reference:
Article; Sompalle, Rajesh; Arunachalam, Prabhakarn; Roopan, Selvaraj Mohana; Journal of Molecular Liquids; vol. 224; (2016); p. 1348 – 1357;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Research speed reading in 2021. In classical electrochemical theory, both the electron transfer rate and the adsorption of reactants at the electrode control the electrochemical reaction. 74205-82-6, name is (1H-1,2,4-Triazol-1-yl)methanol belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of (1H-1,2,4-Triazol-1-yl)methanol

Step 2. Preparation of 1-(chloromethyl)-1H-1,2,4-triazole To a solution of (1H-1,2,4-triazol-1-yl)methanol (1.0 g, 10.09 mmol) in dichloroethane (20 ml) thionyl chloride (1.105 ml, 15.14 mmol) was added and the reaction mixture was stirred at 100 C. for 4 hours. The reaction mixture was cooled to 30 C., poured into H2O (25 mL) and extracted with dichloromethane (3*20 mL). The combined organic layers was washed with H2O (50 mL) & brine solution (50 mL), dried over Na2SO4 and evaporated in rotavapor under vacuum to yield 1-(chloromethyl)-1H-1,2,4-triazole (0.570 g, 48%) as brown liquid.

Sometimes chemists are able to propose two or more mechanisms that are consistent with the available data. If a proposed mechanism predicts the wrong experimental rate law, however, the mechanism must be incorrect.Welcome to check out more blogs about (1H-1,2,4-Triazol-1-yl)methanol, in my other articles.

Reference:
Patent; CADILA HEALTHCARE LIMITED; DESAI, Ranjit C.; PINGALI, Harikishore; (40 pag.)US2016/83380; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

New discoveries in chemical research and development in 2021. The dynamic chemical diversity of the numerous elements, ions and molecules that constitute the basis of life provides wide challenges and opportunities for research. 41253-21-8, name is Sodium 1,2,4-triazol-1-ide belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C2H2N3Na

a stirrer after replacement with nitrogen,Add the thermometer and condenser to the reaction bottle1-(4-chlorophenyl)-4,4-dimethyl-3-butanone100g,Trimethyl thionyl chloride 63g,28 g of potassium hydroxide and 100 g of dimethyl sulfoxide (DMSO) and stirred.After 40 C reaction to 1 – (4 – chlorophenyl) – 4,4 – dimethyl -3 – pentanone reaction,Add sodium triazole sodium 60g, react at 120 C,After the reaction, desolvation, add 100 g of methylcyclohexane, and wash with 30 g of water.Layering at 70 C, recrystallization from water at 25 C,After suction filtration, the mixture was dried to obtain 130 g of tebuconazole, the yield was 91%, and the purity was 96%.

If you are hungry for even more, make sure to check my other article about 41253-21-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Jiangsu Qi Zhou Green Chemical Co., Ltd.; Wu Tianyu; Liu Yuchao; Tao Yachun; Cai Junyi; Wang Hai; (6 pag.)CN109336848; (2019); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Research speed reading in 2021. The dynamic chemical diversity of the numerous elements, ions and molecules that constitute the basis of life provides wide challenges and opportunities for research. 3641-08-5, name is 2H-1,2,4-Triazole-3-carboxamide belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Safety of 2H-1,2,4-Triazole-3-carboxamide

EXAMPLE 9 Preparation of 1(and 2 and 4)-Palmitoyl-s-triazole-3-carboxamide To a cooled, stirred mixture of 3 g. of 1,2,4-triazole-3-carboxamide and 7.4 g. of palmitoyl 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 24 hours. The mixture is filtered and the solid is washed successively with diethyl ether, cold water, diethyl ether and then dried in vacuo for 4 hours. The solid is extracted with hot dry acetonitrile and cooled yielding a colorless solid. The solid is redissolved by heating the mixture and allowed to recrystallize from the clear, colorless solution. The product is collected, washed with acetonitrile and dried in vacuo for 3 hours, yielding 0.75 g., m.p. 145-160 C. (dec.).

The catalyzed pathway has a lower Ea, but the net change in energy that results from the reaction is not affected by the presence of a catalyst. In my other articles, you can also check out more blogs about 3641-08-5

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

Research speed reading in 2021. In classical electrochemical theory, both the electron transfer rate and the adsorption of reactants at the electrode control the electrochemical reaction. 16681-65-5, name is 1-Methyl-1H-1,2,3-triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 16681-65-5

Example 123: tert-butyl-3-((4-chloro-2-methoxy-3-(4-(trifluoromethyl)benzyl)quinolin-6-yl)(hydroxy)(1-methyl-1H-1,2,3-triazol-5-yl)methyl)azetidine-1-carboxylate To a flask containing 1 -methyl- 1 H- 1 ,2,3-triazole (430 mg, 0,8 mmol) was added THF (15 mL) and the solution was cooled to -43 C using a CH3CN-C02bath. Then, -BuLi, (2.5 M in hexanes, 0.7 mL, 1.75 mmol) was added dropwise. The reaction mixture was stirred at -40 C for 30 minutes, then tert-butyl-3-(4-chloro-2-methoxy-3-(4-(trifluoromethyr)benzyl)quinoline-6- carbonylj-azetidine- 1 -carboxylate (430 mg, 0.8 mmol, intermediate 61 : step b) in 2 mL THF was introduced. The reaction mixture was allowed to warm to room temperature over 30 minutes, and was quenched after 45 minutes with aqueous NH4C1 solution. The aqueous portion was extracted with EtOAc (3 x 30 mL). The combined organics were washed with brine, dried over MgS04, filtered and concentrated. Chromatography on Silica gel (10% acetone-hexane increasing to 30% acetone) afforded the title compound as a white amorphous solid. H NMR (500 MHz, CDCI3) 5 8.24 (d, J = 2.1 Hz, 1H), 7.78 (d, J= 8.8 Hz, IH), 7.56 – 7.47 (m, 3H), 7.40 (d. J ——- 8.1 Hz, 2H), 7.35 (dd, J = 8.7, 2.1 Hz, }. 4.35 (s, 2H), 4.20 (t, J = 8.8 Hz, IH), 4.07 (s,3H), 4.00 (dd, J = 9.3, 5.6 Hz, IH), 3.92 (dd, J = 8.9, 5.7 Hz, IH), 3.67 (s, 3H), 3.62 (t, J = 8.8 Hz, I H), 3.52 – 3.38 (m, IH), 1.38 (s, 9H); MS (ESI): mass calcd: Chemical Formula: C3oH3]ClF3504; Exact Mass: 617.2, m/z found 617.8 | M I I | .

Sometimes chemists are able to propose two or more mechanisms that are consistent with the available data. If a proposed mechanism predicts the wrong experimental rate law, however, the mechanism must be incorrect.Welcome to check out more blogs about 1-Methyl-1H-1,2,3-triazole, in my other articles.

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; WO2015/57205; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Research speed reading in 2021. In classical electrochemical theory, both the electron transfer rate and the adsorption of reactants at the electrode control the electrochemical reaction. 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. HPLC of Formula: C2H3N3

Examples 61 and 62; The product of preparation 53 (500mg, 1. 98mmol), 1H-1, 2, 3-triazole (204mg, 2. 96mmol) and potassium carbonate (546mg, 3. 96mmol) were stirred for 18 hours in a mixture of acetonitrile (5mL) and N, N-dimethylformamide (2mL). The solvent was then evaporated under reduced pressure and the residue was partitioned between ethyl acetate (20mL) and water (10mL). The organic phase was separated, washed with 1M hydrochloric acid (3x10mL), sodium hydrogen carbonate solution (10mL) and brine (10mL), dried over magnesium sulfate and concentrated in vacuo to provide an intermediate residue. The residue was then dissolved in xylene (7mL) and 2-methoxy-5-aminopyridine (491mg, 4mmol) and para-toluenesulfonic acid (cat) were added. The reaction mixture was heated at 140C for 6 hours then the solvent was evaporated under reduced pressure. The resulting black residue was partitioned between ethyl acetate (30mL) and water (10mL). The organic phase was separated, washed with citric acid (2x10mL), sodium hydrogen carbonate solution (10mL) and brine (10mL), dried over magnesium sulfate and concentrated in vacuo to provide a pale yellow oil. Purification by column chromatography on silica gel, eluting with pentane: ethyl acetate, 80: 20 to 20: 80, afforded the title compound of example 61 as a solid in quantitative yield, 230mg. Further elution with pentane: ethyl acetate, 10: 90 to 0: 100, afforded the product of example 62 in quantitative yield. Example 61 5-[3-(4-Ethoxy-3-methyl-phenyl)-5-[1,2,3]triazol-2-ylmethyl-[1,2,4]triazol-4-yl]-2- methoxy-pyridine ‘H NMR (CDCi3, 400MHz) a : 1.40 (t, 3H), 2.15 (s, 3H), 3.95-4. 05 (m, 5H), 5.70 (s, 2H) 6.65-6. 75 (m, 2H), 7.00-7. 05 (m, 1H), 7.18-7. 25 (m, 1H), 7.35 (m, 1H), 7.55 (s, 2H) 7.90 (s, 1 H). MS APCI+ m/z 392 [MH] + Microanalysis : found (%) C (61.06), H (5.40), N (24.80) ; C20H21N7O2 requires: (%) C (61.36), H (5.40), N (25.05) Example 62 5-[3-(4-Ethoxy-3-methyl-phenyl)-5-[1,2,3]triazol-1-ylmethyl-[1,2,4]triazol-4-yl]-2- methoxv-yridine ‘H NMR (CDCI3, 400MHz) d : 1.40 (t, 3H), 2.15 (s, 3H), 3.95-4. 05 (m, 5H), 5.65 (s, 2H) 6.65-6. 75 (d, 1H), 6.78-6. 82 (d, 1H), 7.00-7. 05 (brd, 1H), 7.15-7. 20 (d, 1H), 7.35 (s, 1 H), 7.70 (s, 1 H) 7.80 (s, 1 H), 7.90 (brs, 1 H). MS APCI+ m/z 392 [MH] + Microanalysis : found (%) C (61.20), H (5.36), N (24.86) ; C20H2’N702 requires: (%) C (61.36), H (5.40), N (25.05)

Sometimes chemists are able to propose two or more mechanisms that are consistent with the available data. If a proposed mechanism predicts the wrong experimental rate law, however, the mechanism must be incorrect.Welcome to check out more blogs about 1H-1,2,3-Triazole, in my other articles.

Reference:
Patent; PFIZER LIMITED; PFIZER INC.; WO2005/82866; (2005); A2;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 1157938-97-0, New discoveries in chemical research and development in 2021. We’ll be discussing some of the latest developments in chemical about CAS: 1157938-97-0, name is 1-(2,5-Difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanone, 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.

Zinc (11.7 g, 179 mmol, 4.0 eq.) was suspended in THF (200 mL) and stirred in the presence of TMSCl (2.25 mL) under a nitrogen atmosphere at ambient temperature for 30 minutes in a 250 mL 3-neck flask. Subsequently, the suspension was cooled to 0 C. and ethyl-2-bromopropionate (11.6 mL, 89.6 mmol, 2.0 eq) was added via a syringe pump over 45 minutes. The reaction mixture was stirred for an additional 15 minutes at 0 C. (conversion checked with GC to be 100%), after which the suspension was filtered via cannula over a glass filter under a nitrogen stream to the reaction vessel (500 mL 3-neck flask). Subsequently, a solution of ketone III (R1=F, 10 g, 44.8 mmol, 1.0 eq.) in THF (130 mL) was dosed to the reaction mixture over 1 hour at room temperature. The mixture was stirred for an additional 72 hours at which point a solid had formed. The suspension was filtered and the off-white solid was suspended in EtOAc and dissolved by addition of water and aqueous HCl until a clear biphasic system was obtained (pH 1). The layers were separated and the aqueous layer was extracted with EtOAc (2×). The combined organic layers were washed with water and brine, dried (Na2SO4), filtered and concentrated in vacuo to give racemic RR/SS ester I (R1=F, 8.8 g, 27 mmol, 60%) as a light yellow solid with >99% d.e. as determined by GC. The filtrate was subjected to the same aqueous work-up. GC-analysis showed that the remaining ketone was present in the filtrate as well as racemic ester I with a d.e. of -25% (in favor of the undesired RS/SR diastereomer).

I am very proud of our efforts over the past few months and hope to 1-(2,5-Difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanone help many people in the next few years.

Reference:
Patent; Basilea Pharmaceutica AG; Van Summeren, Ruben; Vaessen, Harrie; Mink, Daniel; Waser, Mario; (11 pag.)US2019/77771; (2019); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 252742-72-6, New discoveries in chemical research and development in 2021. We’ll be discussing some of the latest developments in chemical about CAS: 252742-72-6, name is 3-(Chloromethyl)-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.

Example 405 5-(4-(2-Fluorophenoxymethyl)piperidino]methyl-2,4-dihydro-[1,2,4]triazol-3-one After adding 150 mg of 5-chloromethyl-2,4-dihydro-[1,2,4]triazol-3-one, 331 mg of 4-(2-fluorophenoxymethyl)piperidine hydrochloride and 180 mg of anhydrous potassium carbonate to acetonitrile, the mixture was stirred overnight at room temperature. Water and ethyl acetate were added to the reaction mixture and the insoluble portion was filtered out to obtain the title compound (70 mg, 21percent yield). 1H-NMR (400 MHz, DMSO-d6); delta (ppm) 1.26-1.38 (2H, m), 1.67-1.80 (3H, m), 1.95-2.04 (2H, m), 2.77-2.84 (2H, m), 3.24 (2H, s), 3.88 (2H, d, J=5.6 Hz), 6.87-6.94 (1H, m), 7.06-7.21 (3H, m), 11.19 (1H, s), 11.27 (1H, br s).

In the meantime we’ve collected together some recent articles in this area about 3-(Chloromethyl)-1H-1,2,4-triazol-5(4H)-one to whet your appetite. Happy reading!

Reference:
Patent; Ozaki, Fumihiro; Ono, Mutsuko; Kawano, Koki; Norimine, Yoshihiko; Onogi, Tatsuhiro; Yoshinaga, Takashi; Kobayashi, Kiyoaki; Suzuki, Hiroyuki; Minami, Hiroe; Sawada, Kohei; US2004/167224; (2004); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Research speed reading in 2021. The dynamic chemical diversity of the numerous elements, ions and molecules that constitute the basis of life provides wide challenges and opportunities for research. 7343-33-1, name is 5-Bromo-1H-1,2,4-triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. name: 5-Bromo-1H-1,2,4-triazole

Example 2 Preparation of 2-(3-bromo-1H-1,2,4-triazol-1-yl)-5-(trifluoromethoxy)pyridine (C2) To a reaction vial were added 2-bromo-5-(trifluoromethoxy)pyridine (1.0 g, 4.1 mmol) and 3-bromo-1H-1,2,4-triazole (0.91 g, 6.2 mmol). N,N-Dimethylformamide (16 mL) and cesium carbonate (2.6 g, 8.2 mmol) were added, and the vial was degassed for 5 minutes with argon. Copper(I) iodide (0.077 g, 0.41 mmol) was added, and the vial was further degassed for 5 minutes with argon. The vial was capped and heated at 100 C. for 1 hour in a Biotage Initiator microwave reactor, with external IR-sensor temperature monitoring from the side of the vessel. The reaction mixture was cooled to room temperature, poured onto crushed ice (3 volumes), and extracted with ethyl acetate (3*150 mL). The combined organic layers were dried over sodium sulfate, filtered, and concentrated. Purification by flash column chromatography using 0-40% ethyl acetate/hexanes as eluent provided the title compound as a pale brown liquid (0.40 g, 31%): 1H NMR (400 MHz, CDCl3) delta 9.01 (s, 1H), 8.39 (d, J=2.4 Hz, 1H), 7.94 (d, J=8.8 Hz, 1H), 7.77 (dd, J=1.6 Hz, 8.8 Hz, 1H); ESIMS m/z 309 ([M+H]+).

The catalyzed pathway has a lower Ea, but the net change in energy that results from the reaction is not affected by the presence of a catalyst. In my other articles, you can also check out more blogs about 7343-33-1

Reference:
Patent; Dow AgroSciences LLC; Giampietro, Natalie C.; Crouse, Gary D.; Sparks, Thomas C.; Demeter, David A.; (145 pag.)US2017/64962; (2017); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Research speed reading in 2021. Redox catalysis has been broadly utilized in electrochemical synthesis due to its kinetic advantages over direct electrolysis. 3641-13-2, name is 5-Amino-4H-1,2,4-triazole-3-carboxylic acid belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Formula: C3H4N4O2

General procedure: A mixture of benzil (0.01 mol), aldehydes (0.01 mol), 3-amino-1,2,4-triazole-5-carboxylic acid (0.01 mol), ammonium acetate (0.01 mol) and ceric ammonium nitrate (15 mol%) as a catalyst were refluxed in ethanol (15 mL) for about 3-4 h. The progress of the reaction was monitored by TLC. After completion of reaction, the mixture was cooled to room temperature. The solid formed was filtered and dried. The crude products were recrystallized by ethanol.

The catalyzed pathway has a lower Ea, but the net change in energy that results from the reaction is not affected by the presence of a catalyst. In my other articles, you can also check out more blogs about 3641-13-2

Reference:
Article; Nikalje, Anna Pratima G.; Ghodke, Mangesh S.; Kalam Khan, Firoz A.; Sangshetti, Jaiprakash N.; Chinese Chemical Letters; vol. 26; 1; (2015); p. 108 – 112;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics