Tag: M.W:100-200

Synthetic Route of 6818-99-1, New Advances in Chemical Research in 2021.Reactions catalyzed within inorganic and organic materials and at electrochemical interfaces commonly occur at high coverage and in condensed media, 6818-99-1, name is 3-Chloro-1,2,4-triazole, molecular formula is C2H2ClN3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

General procedure: 3,5-Dibromo-1,2,4-triazole (1; 658 mg, 2.9 mmol) or 3-chloro-1,2,4-triazole (300 mg, 2.9 mmol), o-quinone methide precursor 2 (2.9mmol), and K2CO3 (1.2 g, 8.7 mmol) were refluxed for 4 h in DMF (10mL). After completion of the reaction, the mixture was cooled, andpoured into H2O (30 mL). The precipitate formed was collected by filtration,washed with H2O, dried, and recrystallized.

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 3-Chloro-1,2,4-triazole, hurry up and to see.

Reference:
Article; Osipov, Dmitry V.; Osyanin, Vitaly A.; Voskressensky, Leonid G.; Klimochkin, Yuri N.; Synthesis; vol. 49; 10; (2017); p. 2286 – 2296;,
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. 162848-16-0, name is 4-[1,2,4]Triazol-1-yl-benzoic acid belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Formula: C9H7N3O2

General procedure: The ligand 4-Htba (0.1 mmol) was dissolved in DMF (5 mL), to which a DMF solution (5 mL) of Cd(NO3)2·4H2O (0.1 mmol) was added with stirring for ca. 30 min. Then, the solution was sealed in a Teflon-linear autoclave and heated at 100 C for 3 days, after cooling to room temperature at a rate of 10 C/h, colorless blockc rystals of complex 1 were obtained in 58% yield (20.0 mg). Anal. Calcd for C10H7CdN3O4: C, 34.75; H, 2.04; N, 12.16%. Found: C, 34.71; H, 2.06; N, 12.14%. IR (KBr, cm-1): 1606vs, 1575vs, 1542vs, 1449m, 1410vs, 1368s, 1337s, 1303s, 1281s, 1229m, 1149m, 1051m, 994w, 975m, 873w, 854m, 812w, 781m, 724w, 698w, 669w, 646w, 541w. The same synthetic procedure as that for 1 was used except that Cd(NO3)2·4H2O was replaced by Pb(NO3)2 (0.1 mmol), forming colorless block crystals of 2 in 54% yield (23.8 mg). Anal. Calcd for C10H7PbN3O4: C, 27.27; H, 1.60; N, 9.54%. Found: C, 27.22; H, 1.64; N, 9.49%. IR (KBr, cm-1): 1603s, 1557vs, 1383vs, 1340s, 1305m, 1277m, 1222m, 1143w, 1050w, 964w, 848w, 782m, 719w, 696w, 666w, 641w, 541w.

If you are hungry for even more, make sure to check my other article about 162848-16-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Mu, Yu-Hai; Ge, Zhi-Wei; Li, Cheng-Peng; Inorganic Chemistry Communications; vol. 48; (2014); p. 94 – 98;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 6523-49-5, 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. 6523-49-5, name is 4-(1,2,4-Triazol-1-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.

A mixture of N’-(3-Cyano-4′-hydroxy-3′-methoxy-biphenyl-4-yl)-N,N-dimethyl- formamidine (220mg) and triazolyl aniline (113mg) in acetic acid (2ml) was heated to 125 for 2h. The cooled mixture was diluted with water and filtered under suction overnight. The resulting solid was sonicated in acetone (20ml) with warming and filtered. The solid was dried to give the title compound as a yellow solid (28mg)..1H NMR (D6-DMSO) delta 3.86 (3H, s); 6.88 (IH, d); 7.28 (IH, d); 7.36 (IH, s); 7.82 (3H, m); 8.03 (2H, m); 8.15 (2H, m); 8.56 (IH, s); 8.69 (IH, s); 9.2 (2H, s); 9.98 (IH, s); LC- MS rt 2.14 m/z 411 ES+

Therefore, this conceptually novel strategy might open impressive avenues to establish green and sustainable chemistry platforms.In my other articles, you can also check out more blogs about 4-(1,2,4-Triazol-1-yl)aniline.

Reference:
Patent; ARROW THERAPEUTICS LIMITED; WO2007/80401; (2007); 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. 6523-49-5, name is 4-(1,2,4-Triazol-1-yl)aniline belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Safety of 4-(1,2,4-Triazol-1-yl)aniline

A mixture of formamidine from Step 3 (594 mg) and 4-triazolyl-aniline(279 mg, 1 eq) in AcOH (6 ml) was heated to 125 for 2 h. On cooling and dilution with water (20 ml), a yellow precipitate was isolated by filtration, slurried with IN NaOH and washed with water. After drying, this material was triturated with MeOH / water/ acetone ~ 10:5:5 to give, after filtration and drying, a pale cream solid (510mg, 64%).1H NMR delta 10.1 (IH, br s), 9.27(1H, s), 8.8 (IH, s), 8.58 (IH, s), 8.24(1H, s), 8.18 (IH, d, J 8.85Hz), 8.03 (2H, d, J8.85Hz), 7.84 (4H, m), 7.68 (IH5 d, J9.5Hz), 7.35 (IH, t, J 8.85Hz), 4.26 (2H, m), 3.72 (2H, m), 3.35 (3H, obscured by H2O); LC-MS rt 2.4 m/z 457 ES+.

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 4-(1,2,4-Triazol-1-yl)aniline, in my other articles.

Reference:
Patent; ARROW THERAPEUTICS LIMITED; WO2007/80401; (2007); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 4922-98-9, 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. 4922-98-9, name is 5-Phenyl-1H-1,2,4-triazol-3-amine, 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.

Into a 50-mL round-bottom flask, was placed 3-phenyl-lH-l,2,4-triazol-5-amine (246 mg, 1.54 mmol, 1.00 equiv) in DMF (15 mL), HOBT (311 mg, 2.30 mmol, 1.50 equiv), EDCI (440 mg, 2.30 mmol, 1.50 equiv) and triethylamine (466 mg, 4.61 mmol, 3.00 equiv). Then 6-fluoro-l,2,3,4-tetrahydroquinoline-4-carboxylic acid (300 mg, 1.54 mmol, 1.00 equiv) was added in 2 mins later. The resulting mixture was stirred for 3 h at room temperature (25 °C). The reaction was then poured into 50 mL of water. The resulting solution was extracted with ethyl acetate (70 mL x 3), dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was applied on a silica gel column and eluted with ethyl acetate/hexane (3/10). The collected fraction was concentrated to give 136.6 mg (26percent) of (5-amino-3- phenyl-lH-l,2,4-triazol-l-yl)(6-fluoro-l,2,3,4-tetrahydroquinolin-4-yl)methanone (17) as an off-white solid. MS (ES, m/z) [M+H]+: 338; HNMR (DMSO-^6, 300MHz ,ppm): delta 8.05- 8.00 (m, 2H), 7.70 (s, 2H), 7.53-7.48(m,3H), 6.89-6.79 (m, 2H), 6.55-6.52 (m, 1H), 5.87 (s, 1H), 4.95 (m, 1H), 3.26-3.18 (m, 2H), 2.23-2.145 (m, 1H), 2.13-2.08 (m, 1H).

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 5-Phenyl-1H-1,2,4-triazol-3-amine.

Reference:
Patent; THE ROCKEFELLER UNIVERSITY; BRESLOW, Jan L.; PONDA, Manish P.; SELNICK, Harold; EGBERTSON, Melissa; (61 pag.)WO2017/123518; (2017); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 3641-13-2, 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. 3641-13-2, name is 5-Amino-4H-1,2,4-triazole-3-carboxylic acid, molecular formula is C3H4N4O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

Example 2 (Synthesis of Dye 12); A solution of sodium nitrite (7.59 g; 0.11 mol) in 25 ml water was added rapidly dropwise to a slurry of 3-amino-1,2,4-triazole-5-carboxylic acid (12.81 g; 0.1 mol) in 49 g concentrated HCl (37% aq.) and 100 ml water at 0-5 C. The mixture was stirred 90 minutes at 0-5 C. The resultant diazonium slurry was added rapidly dropwise during 15 minutes to a solution of N-(2- carboxyethyl)-5-aminoquinoline (21.62 g; 0.1 mol; prepared above) in 300 ml 20% aqueous sodium carbonate at 0 C and cooled in ice bath. The mixture was stirred 5 hours, slowly warming to room temperature as the ice bath melted. The pH of the slurry was adjusted to 6.0 with concentrated HCl (37% aq.). The resulting orange precipitate was filtered and then dried at 60 C (crude yield = 49.5 g). The crude product (42.9 g) was re-dissolved in 2000 ml water. Addition of solid nickel(II) acetate tetrahydrate (7.75 g; 0.031 mol) immediately afforded a bright magenta solution of Dye 12 (lambdamax = 525 nm). The dye solution was further purified by ultra-filtration prior to evaluation.

We very much hope you enjoy reading the articles and that you will join us to present your own research about 3641-13-2, Happy reading!

Reference:
Patent; LEXMARK INTERNATIONAL, INC.; EP1609823; (2005); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 16681-70-2, 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. 16681-70-2, name is 1H-[1,2,3]Triazole-4-carboxylic acid, molecular formula is C3H3N3O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

B. (2S,4S)-5-Biphenyl-4-yl-2-hydroxymethyl-4-[(3H-[1,2,3]-triazole-4-carbonyl)-amino]-pentanoic acid (R7=H) 1,2,3-Triazole-4-carboxylic acid (87.3 mg, 772 mumol, 1.5 eq.) was combined with HATU (293 mg, 772 mumol, 1.5 eq.) and DIPEA (179 muL, 2.0 eq.) and stirred for 5 minutes at room temperature in DCM (3 mL) to yield the activated acid. (2S,4S)-5-Biphenyl-4-yl-4-t-butoxycarbonylamino-2-hydroxymethyl-pentanoic acid ethyl ester (220 mg, 514 mumol, 1.0 eq.) was combined with DCM and TFA (1 mL each), and stirred at room temperature for 1 hour. The mixture was evaporated and azeotroped with toluene (2*). The activated acid was added and the resulting mixture was stirred for 2 hours. The reaction was quenched with water and extracted with DCM. The layers were separated, and the organic layer was dried and evaporated. Two-thirds of the product was purified by preparative HPLC to yield compound A (R7=-CH2CH3) (60 mg, 98% purity), MS m/z [M+H]+ calc’d for C23H26N4O4, 423.40. found 423.2. One-third of the product was hydrolyzed by adding 1 M of NaOH in water (619 muL) in THF (1 mL). The mixture was stirred at room temperature for 1 hour. The solvent was evaporated and the resulting material purified by preparative HPLC to yield compound B (R7=H) (35 mg, 99% purity), MS m/z [M+H]+ calc’d for C21H22N4O4, 395.16. found 395.2.

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 1H-[1,2,3]Triazole-4-carboxylic acid is helpful to your research.

Reference:
Patent; THERAVANCE, INC.; US2012/213806; (2012); A1;,
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.

A mixture of 4-(1H-1,2,4-triazol-1-yl)benzaldehyde(0.025 mol) and thiosemicarbazide (0.025 mol) in ethanol(40 mL) was refluxed for 12 h. The reaction mixture wascooled and filtered. The product was crystallized fromethanol.M.p. 284.2 C.IR nu max (cm-1): 3423.65, 3257.77 (N-H stretching),3120.82 (Aromatic C-H stretching), 2987.74 (Aliphatic C-Hstretching), 1602.85, 1541.12, 1516.05, 1465.90 (C=N, C=Cstretching and N-H bending), 1438.90, 1375.25, 1357.89 (CHbending), 1276.88, 1209.37, 1151.50, 1112.93, 1043.49(C-N, C=S stretching and aromatic C-H in plane bending),979.84, 958.62, 945.12, 891.11, 871.82, 829.39, 804.32,671.23, 605.65 (Aromatic C-H out of plane bending).1H NMR (400 MHz, DMSO-d6) delta (ppm): 7.89 (d, J= 9.2Hz, 2H), 7.99 (d, J= 8.4 Hz, 2H), 8.08 (d, J= 15.6 Hz, 2H),8.25 (s, 2H), 9.37 (s, 1H), 11.51 (s, 1H).MS (ESI) (m/z): (M+H)+ 247Anal. Calcd for C10H10N6S: C, 48.77; H, 4.09; N, 34.12.Found: C, 48.74; H, 4.11; N, 34.13.

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 4-[1,2,4]Triazol-1-yl-benzaldehyde, hurry up and to see.

Reference:
Article; Ciftci, Guel?en Akalin; Altintop, Mehlika Dilek; Temel, Halide Edip; Oezdemir, Ahmet; Kaplancikli, Zafer Asim; Letters in drug design and discovery; vol. 14; 5; (2017); p. 554 – 566;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 7343-33-1, 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. 7343-33-1, name is 5-Bromo-1H-1,2,4-triazole, molecular formula is C2H2BrN3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

Method 1: Diacetoxycopper (2.30 g, 12.7 mmol), 3,5-difluorophenyl-boronic acid (1.60 g, 10.1 mmol), 3-bromo-1H-1,2,4-triazole (1.25 g, 8.4 mmol) and 4A molecular sieve (150mg) were mixed in DCM (50 mL), and pyridine (1.3 mL, 16.90 mmol) was added. The mixture was stined at RT under air for 3 days. LCMS showed that no starting material remained and desired product was formed. The reaction was filtered through a plug of Celite via suction and the solid was washed with additional DCM (200m1). The combined organic layer was washed with 0.1 N aqueous HC1 three times (50 ml x 3) and brine (200 ml). The organic layer was concentrated and purified on silica gel (120 g column, dry loading method on Celite) using 10-90percent EtOAc:Hexanes to afford 1.23 g (50percent) of desired product JW-lc. ?H NMR (400 MHz, DMSO-d6) oe 9.40 (s, 1H), 7.78 – 7.61 (m, 2H), 7.41 (tt, J = 9.3, 2.3 Hz, 1H) ppm. ESI-MS m/z calc. 258.95566, found 260.05 (M+1)+; Retention time: 0.8 minutes.

Therefore, this conceptually novel strategy might open impressive avenues to establish green and sustainable chemistry platforms.In my other articles, you can also check out more blogs about 5-Bromo-1H-1,2,4-triazole.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; DAVIES, Robert, J.; CAO, Jingrong; COCKERILL, Meghan, Elise; COLLIER, Philip, Noel; DENINNO, Michael, Paul; DOYLE, Elisabeth; FRANTZ, James, Daniel; GAO, Huai; GOLDMAN, Brian, Anthony; GREY, Ronald, Lee; GRILLOT, Anne-laure; GU, Wenxin; HENDERSON, James, A.; IRARRAZAVAL, Raul Eduardo, Krauss; KOLPAK, Adrianne, Lynn; LIAO, Yusheng; MAGAVI, Sanjay Shivayogi; MALTAIS, Francois; MESSERSMITH, David; PIERCE, Albert, Charles; PEROLA, Emanuele; RYU, Elizabeth Jin-Sun; SYKEN, Joshua; WANG, Jian; (706 pag.)WO2016/197009; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 6818-99-1, New discoveries in chemical research and development in 2021. We’ll be discussing some of the latest developments in chemical about CAS: 6818-99-1, name is 3-Chloro-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.

Under an atmosphere of argon, (2S,4R)-N-(1-cyanocyclopropyl)-4-(4-fluoro-2- methyiphenylsulfonyl)- 1 -(1 -(trifluoromethyl)cyclopropanecarbonyl)pyrrolidine-2- carboxamide (example 19, step b, 0.2 g, 410 imol) was combined with N,Ndimethylacetamide (8.00 mL) to give a colorless suspension. 3-Chloro-1H-1,2,4-triazole (86.7 mg, 821 imol) and cesium carbonate (267 mg, 821 imol) were added. The reactionmixture was stirred over 5 days and was subsequently heated to 140C for 30 mm in a microwave oven. The reaction mixture was then poured into water (40 mL) and extracted with ethyl acetate (2 x 40 mL). The crude material was purified by preparative HPLC and obtained as a light yellow, viscuous oil (12 mg, 5.1%). mlz = 571.11 [M+H41.:_The title compound was obtained as a by-product in the preparation of example 66 and was obtained as a light yellow viscous oil (13.9 mg, 5.9%, stereochemistry assigned byNOESY-NMR). mlz = 571.1137 [M+H?i.

In the meantime we’ve collected together some recent articles in this area about 6818-99-1 to whet your appetite. Happy reading!

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; HAAP, Wolfgang; KUHN, Bernd; LUEBBERS, Thomas; PETERS, Jens-Uwe; (93 pag.)WO2017/144483; (2017); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics