Day: September 8, 2021

New discoveries in chemical research and development in 2021. Chemo-enzymatic cascade processes are invaluable due to their ability to rapidly construct high-value products from available feedstock chemicals in a one-pot relay manner. 15988-11-1, name is 4-Phenyl-1,2,4-triazolidine-3,5-dione belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Formula: C8H7N3O2

General procedure: General procedure for the synthesis oftriazolo[1,2-a]indazole-trione (1a-g) and2H-indazolo[2,1-b]phthalazine-triones (2a-g)To a well-ground mixture of arylaldehyde (1 mmol), dimedone(0.140 g, 1 mmol) and 4-phenylurazole (0.177 g, 1 mmol) or2,3-dihydrophthalazine-1,4-dione (0.162 g, 1 mmol), was added[Et3N-SO3H]HSO4[(0.028 g, 0.1 mmol) for the preparation of1a-gor (0.042 g, 0.15 mmol] for the synthesis of2a-g}. Theobtained mixture was firstly stirred magnetically at 90C, andafter solidification of the reaction mixture, it was stirred with asmall rod at same temperature. After the reaction was completed(as observed by TLC), the reaction mixture was cooled to roomtemperature, water (2 mL) was added, stirred for 3 min, andfiltered. The solid residue was recrystallized from EtOH/H2O(4/1) to give the pure product.

If you are hungry for even more, make sure to check my other article about 15988-11-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Zare, Abdolkarim; Masihpour, Fatemeh; Phosphorus, Sulfur and Silicon and the Related Elements; vol. 191; 8; (2016); p. 1160 – 1165;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 27996-86-7, New Advances in Chemical Research in 2021. Redox catalysis has been broadly utilized in electrochemical synthesis due to its kinetic advantages over direct electrolysis. 27996-86-7, name is 4-[1,2,4]Triazol-1-yl-benzaldehyde, molecular formula is C9H7N3O, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

General procedure: NaOAc anhydrous (17.6mg, 0.21mmol), the appropriate aldehyde derivative (0.14mmol), and intermediate 6 (25.4mg, 0.07mmol) were dissolved in AcOH (3mL) and stirred at 110C for 16h. After cooling, the mixture was neutralized to pH 8 by addition of NH4OH and extracted with DCM. The organic layer was dried over anhydrous MgSO4, filtered and concentrated under reduced pressure. The residue was purified by column chromatography (SiO2, DCM/MeOH 15/1 v/v including 1% of NH4OH) to produce the final target compounds.

By the way, if you are interested in learning more fun chemistry with your kids, get your hands into one chemistry set now, and start enjoying the best part of chemistry: experiments about 4-[1,2,4]Triazol-1-yl-benzaldehyde.

Reference:
Article; Elkamhawy, Ahmed; youn Kim, Nam; Hassan, Ahmed H.E.; Park, Jung-eun; Yang, Jeong-Eun; Elsherbeny, Mohamed H.; Paik, Sora; Oh, Kwang-Seok; Lee, Byung Ho; Lee, Mi Young; Shin, Kye Jung; Pae, Ae Nim; Lee, Kyung-Tae; Roh, Eun Joo; Bioorganic Chemistry; vol. 92; (2019);,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 4922-51-4, New Advances in Chemical Research in 2021. Chemo-enzymatic cascade processes are invaluable due to their ability to rapidly construct high-value products from available feedstock chemicals in a one-pot relay manner. 4922-51-4, name is 4-(4H-1,2,4-Triazol-3-yl)aniline, molecular formula is C8H8N4, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

EXAMPLE 6 Preparation of (3Z)-3-{[4-(1H-1,2,4-triazol-3-yl)anilino]methylene}-1,3-dihydro-2H-indol-2-one Prepared in an analogous manner to Example 1 using one equivalent of 4-(1H-1,2,4-triazol-3-yl)aniline in place of 5-aminobenzimidazolone. 1H NMR (400 MHz, d6-DMSO) delta14.32 (s, 1H, exchangeable); 14.05 (s, 1H, exchangeable); 10.82 (m, 1H); 10.54 (m, 1H); 8.64 (m, 1H); 8.60 (s, 1H, exchangeable); 8.00 (m, 2H); 7.63 (m, 1H); 7.47 (m, 1H); 7.03 (m, 1H); 6.94 (m, 1H); 6.85 (m, 1H). APCI MS (-ve) 302.

By the way, if you are interested in learning more fun chemistry with your kids, get your hands into one chemistry set now, and start enjoying the best part of chemistry: experiments about 4-(4H-1,2,4-Triazol-3-yl)aniline.

Reference:
Patent; Harris, Philip Anthony; McNutt JR., Robert Walton; Kuyper, Lee Frederick; Lackey, Karen Elizabeth; Peel, Michael Robert; Wood III, Edgar Raymond; US2003/225090; (2003); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 143426-50-0, New discoveries in chemical research and development in 2021. We’ll be discussing some of the latest developments in chemical about CAS: 143426-50-0, name is 4-(1,2,4-Triazol-1-yl)benzyl Alcohol, 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.

To a stirred solution of (4-(1 H-1 ,2,4-triazol-1-yl)phenyl)methanol (133 mg, 0.76 mmol) in dry DCM (2 mL), SOCI2 (0.1 mL, 1.52 mol) was added at 0 C and the resulting mixture was stirred for 3 h at RT. The completion of the reaction was monitored by TLC. The reaction mixture was concentrated under vacuum and the resulting product was co-distilled with DCM (2 x 10 mL) to get the title compound that was used without any further purification. Yield: 60% (1 10 mg, pale yellow solid). 1H NMR (400 MHz, DMSO -cfe): d 9.33 (s, 1 H), 8.26 (s, 1 H), 7.89 (d, 8.8 Hz, 2H), 7.64 (d, J = 8.8 Hz, 2H), 4.85 (s, 2H). LCMS: (Method A) 194.1 (M+H), Rt.1.73 min, 79.10% (Max).

By the way, if you are interested in learning more fun chemistry with your kids, get your hands into one chemistry set now, and start enjoying the best part of chemistry: experiments about 4-(1,2,4-Triazol-1-yl)benzyl Alcohol.

Reference:
Patent; ASCENEURON S. A.; QUATTROPANI, Anna; WISHART, Grant; KULKARNI, Santosh S.; RAKESH, Paul; (338 pag.)WO2020/39027; (2020); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 184177-83-1, New Advances in Chemical Research in 2021. The transformation of simple hydrocarbons into more complex and valuable products via catalytic C–H bond functionalisation has revolutionised modern synthetic chemistry. 184177-83-1, name is 1-((2S,3S)-2-(Benzyloxy)pentan-3-yl)-4-(4-(4-(4-hydroxyphenyl)piperazin-1-yl)phenyl)-1H-1,2,4-triazol-5(4H)-one, molecular formula is C30H35N5O3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

Example-20: Preparation of 4-(4-(4-(4-(((3R,5R)-5-((1H-i,2,4-triazol-1-yi)methyl)-5-(2,4- difluorophenyl)tetrahydrofuran-3-yI)methoxy)phenyl)piperazin-1-yI)phenyl)-1-((2S,3S)-2-(benzyloxy)pentan-3-yI)-1H-1,2,4-triazol-5(4H)-oneSodium hydroxide solution [prepared by dissolving sodium hydroxide (7.8 gins) in water (10 ml)] was added to dimethyl sulfoxide (175 ml) at 25-30C. ((3S,5R)-5-((1H-1,2,4-triazol-1- yl)methyl)-5-(2,4-difluorophenyl)tetrahydrofuran-3-yl)methyl-4-methylbenzene sulfonate (48.12 gms) and then followed by 1 -((2S,3 S)-2-(benzyloxy)pentan-3-yl)-4-(4-(4-(4-hydroxyphenyl)piperazin- 1 -yl)phenyl)- 1 H-i ,2,4-triazol-5(4H)-one (50.Ogms) was added to the reaction mixtureat 25-30C. Heated the reaction mixture to 38-43C and stirred for 10 hours at the same temperature. Cooled the reaction mixture to 25-30C and slowly added to water at the same the same temperature. Cooled the reaction mixture to 10-15C and adjusted the pH of the reaction mixture to 7.0 using hydrochloric acid solution at the same temperature. Raised the temperature5 of the reaction mixture to 25-30C and stirred for 3 hours at the same temperature. Filtered the precipitated silid and washed with purified water. To the obtained wet compound, isopropanol (500 ml) was added at 25-30C. Heated the reaction mixture to 65-70C to get clear solution. Cooled the reaction mixture to 25-30C and stirred for 4 hours at the same temperature. Filtered the precipitated solid, washed with isopropanol and dried to get the title compound.10 Yield: 69.29 gins.

The potential utility of systematic synthetic strategy will be applicable to efficient generations of chemical libraries of compounds to find ‘hit’ molecules.Read on for other articles about 1-((2S,3S)-2-(Benzyloxy)pentan-3-yl)-4-(4-(4-(4-hydroxyphenyl)piperazin-1-yl)phenyl)-1H-1,2,4-triazol-5(4H)-one, hurry up and to see.

Reference:
Patent; MSN LABORATORIES PRIVATE LIMITED; THIRUMALAI RAJAN, Srinivasan; ESWARAIAH, Sajja; SAHADEVA REDDY, Maramreddy; WO2015/59716; (2015); A2;,
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. 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. 61-82-5

A mixture of aldehyde (1 mmol), dimedone (1 mmol), 3-amino-1,2,4-triazole (1 mmol), and [C4(H-DABCO)2][HSO4]4 (16 mg) washeated in an oil bath (90 C) under solvent-free conditions. Aftercompletion of the reaction, as identified by TLC, using n-hexane:EtOAc (7:3) as the eluent, 10 mL of water was added and stirredfor 10 min. The catalyst was dissolved in water and the solid wasfiltered off and washed with warm EtOH, to obtain the pure targetmolecule.

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-5-amine, in my other articles.

Reference:
Article; Safari, Niloufar; Shirini, Farhad; Tajik, Hassan; Journal of Molecular Structure; vol. 1201; (2020);,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 7170-01-6, New Advances in Chemical Research in 2021. As an important bridge between the micro and macro material world, chemistry is one of the main methods and means for humans to understand and transform the material world. 7170-01-6, name is 3-Methyl-1H-1,2,4-triazole, molecular formula is C3H5N3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

Prepared according to Mastalerz et al. J. Med. Chem. 1988, 31, 1190. To a solution of compounds A/B, step 1 (1.60 g, 3.44 mmol) in ACN:water (2:1, 45 mL) was added K2S2O8 (1.86 g, 6.88 mmol) followed by K2HPO4 (1.50 g, 8.60 mmol). The resulting mixture was heated to 90 C. for 4 h, whereupon it was cooled to rt then diluted with EtOAc and the layers separated. The aqueous layer was extracted with EtOAc (3 x) and the combined organic layers were dried over Na2SO4 and concentrated in vacuo. The crude residue was purified via silica gel chromatography (MeOH-DCM, 10%), to afford the title compounds (mixture, 670 mg, 62%) as a white solid. The mixture was further purified via chiral HPLC (Chiralcel-OJ, 2×25 cm, EtOH-Hexanes, 18%), affording compound A (250 mg) and compound B (240 mg).

The result showed that such a combination of chemo- and biocatalysis improved the catalytic yield more than two times compared with that of sole metal catalysis.I hope my blog about 3-Methyl-1H-1,2,4-triazole is helpful to your research.

Reference:
Patent; NOVARTIS AG; AULAKH, Virender Singh; CASAREZ, Anthony; LIN, Xiaodong; LINDVALL, Mika; MCENROE, Glenn; MOSER, Heinz Ernst; RECK, Folkert; TJANDRA, Meiliana; SIMMONS, Robert Lowell; YIFRU, Aregahegn; ZHU, Qingming; US2015/266867; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 252742-72-6, New Advances in Chemical Research in 2021.In classical electrochemical theory, both the electron transfer rate and the adsorption of reactants at the electrode control the electrochemical reaction. 252742-72-6, name is 3-(Chloromethyl)-1H-1,2,4-triazol-5(4H)-one, molecular formula is C3H4ClN3O, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

200 mg 5-Chloromethyl-2,4-dihydro-[1,2,4]triazol-3-one was placed in 25 mL of a 7N solution of ammonia in methanol at ambient temperature. The reaction was stirred overnight and then concentrated under reduced pressure. The product was used without further purification.Yield: 171 mg (100percent of theory)

I am very proud of our efforts over the past few months and hope to 3-(Chloromethyl)-1H-1,2,4-triazol-5(4H)-one help many people in the next few years.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2012/28939; (2012); 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. 7411-16-7, name is 3-Ethyl-1H-1,2,4-triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C4H7N3

Procedure: A mixture of 4-methoxy-7-chloro-6-azaindole 2e (910 mg, 5.0 mmol), potassium carbonate (1.38 g, 10 mmol, 2 eq.), copper powder (635 mg, 10 mmol, 2 eq.), and 3-ethyl-1,2,4-triazole (2.4 g, 25 mmol, 5 eq.) in a sealed tube was heated at 145-150 C. (external oil bath temperature) for 52 h, by which time HPLC analysis indicated no more reaction progressed. After cooling, MeOH was added, the insoluble material (copper powder) was filtered through a Celite pad, and rinsed with methanol. The filtrate was concentrated in vacuo. The residue was purified by silica gel column chromatography (50% EtOAc/CH2Cl2) to obtain 450 mg of the products as an about 4:1 mixture of two regio-isomers. This was further separated by C-18 reverse phase silica gel (YMC, ODS-A 75 mum) eluted with 15% CH3CN/H2O containing 0.1% TFA. The fractions containing the major isomer were concentrated in vacuo to remove acetonitrile and the aqueous solution was extracted with CH2C12 after neutralizing with aqueous sodium bicarbonate to obtain the title compound 3-82 (305 mg, 1.25 mmol; Y. 25%): HPLC>97% (AP at 254 nm); MS (LC/MS) m/z 244 (M+H); 1H NMR (CDCl3) delta ppm 1.43 (3H, t, J=7.5 Hz; CH3), 2.91 (2H, q, J=7.5 Hz; CH2), 4.05 (3H, s, OCH3), 6.71 (1H, dd, J=6, 2.4 Hz, H-3), 7.57 (1H, t, J=3 Hz, H-2), 7.57 (1H, s, H-5), 9.16 (1H, s, triazole-H-5), 10.3 (1H, br, NH).

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 3-Ethyl-1H-1,2,4-triazole, in my other articles.

Reference:
Patent; Wang, Tao; Zhang, Zhongxing; Meanwell, Nicholas A.; Kadow, John F.; Yin, Zhiwei; Xue, Qiufen May; Regueiro-Ren, Alicia; Matiskella, John D.; Ueda, Yasutsugu; US2004/110785; (2004); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

New discoveries in chemical research and development in 2021. Chemo-enzymatic cascade processes are invaluable due to their ability to rapidly construct high-value products from available feedstock chemicals in a one-pot relay manner. 252742-72-6, name is 3-(Chloromethyl)-1H-1,2,4-triazol-5(4H)-one belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Safety of 3-(Chloromethyl)-1H-1,2,4-triazol-5(4H)-one

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]+

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 3-(Chloromethyl)-1H-1,2,4-triazol-5(4H)-one, in my other articles.

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