Day: April 27, 2021

Reference of 6523-49-5, These common heterocyclic compound, 6523-49-5, name is 4-(1,2,4-Triazol-1-yl)aniline, 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 Intermediate 11 (96mg, 0.23mmol, leq), and 4-(7No.-l,2,4-triazol-l- yl)aniline (38mg, 0.24mmol, 1.05mmol) in acetic acid (2mL) was heated at reflux. After Ih the reaction was allowed to cool to room temperature, concentrated in vacuo and treated with a saturated aqueous solution OfK2CO3 until effervescence ceased. The resulting mixture was then concentrated in vacuo to dryness to yield a brown residue. The residue was purified using flash column chromatography, eluting initially with 200:8:1 and then 100:8:1 CH2Cl2 :EtOH:NH3. The title compound was isolated as an off-white solid (48mg, 40%). Rf = 0.39 (40:8:1 CH2Cl2:Et0H:NH3). 1H-NMR (DMSCwZ6) 2.11 (s, 6H), 2.17 (s, 3H), 2.43 (m, 2H), 2.68 (t, 2H), 4.08 (t, 2H), 7.23 (m, IH), 7.56 (m, IH), 7.75 (m, 3H), 7.93 (m, 2H), 8.08 (m, 2H), 8.50 (s, IH), 8.68 (s, IH), 9.14 (s, IH), 9.92 (br. s, IH). LC-MS rt 2.08 m/z 527 ES+

Statistics shows that 4-(1,2,4-Triazol-1-yl)aniline is playing an increasingly important role. we look forward to future research findings about 6523-49-5.

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

Reference of 1533519-85-5, These common heterocyclic compound, 1533519-85-5, name is Methyl 2-((4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-yl)thio)acetate, 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 11. Preparation of methyl 2-((5-bromo-4-(4-cyclopropylnaphthalen-l-yl)-4H-l,2,4-triazol-3-yl)thio)acetate [076] To a flask added methyl 2-((4-(4-cyclopropylnaphthalen-l-yl)-4H-l,2,4-triazol-3-yl)thio)acetate (4.0 g, 11.8 mmol), l,3-Dibromo-5,5-dimethylhydantoin (11.8 mmol) and ethyl acetate (100 mL) to form a mixture, the mixture was heated to reflux, after the reaction was complete, the mixture was cooled to room temperature, then worked up to obtain phenyl 2-((5-bromo-4-(4-cyclopropylnaphthalen-l-yl)-4H-l,2,4-triazol-3-yl)thio)acetate as a yellow solid 4.9 g, yield 99%, LC-Ms: m/z (ESI): 418,420 (M+H)+, 1H NMR (400 MHz, CDC13): delta 8.57 (d, J=8.0 Hz, 1 H), 7.69 (m, 1 H), 7.61 (m, 1 H), 7.39 (s, 2 H), 7.26 (d, J=8.4 Hz, 1 H), 4.07 (dd, J=16.0, 25.6 Hz, 2 H), 3.75 (s, 3 H), 2.46 (m, 1 H), 1.20 (m, 2 H), 0.91 (m, 2 H).

The synthetic route of 1533519-85-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; CHEN, Weiqiang; LUO, Jian; LIU, Lixue; FAN, Yuping; WO2014/198241; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 1455-77-2, name is 3,5-Diamino-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 1455-77-2, Recommanded Product: 3,5-Diamino-1,2,4-triazole

To a solution of 54.2 g (0.786 mol) of sodium nitrite in63.3 mL water at -10 to -5 ¡ãC, we added a solution of 8 g(0.081 mol) of DAT in 169.5 mL 1.2 mol/L sulfuric acid for1.5 h, the reaction mixture was heated up to 60 ¡ãC and stirredfor another 1 h, then cooled the reaction mixture to roomtemperature. 26.9 mL 6 mol/L sulfuric acid and 4.7 g (0.048mol) aminosulfuric acid were added to reaction system andstirred for another 0.5 h, extracted with 90 ¡Á 5 mL of ether,dried with magnesium sulfate and the solvent was removedunder reduced pressure and 7.89 g yellow oil 3,5-dinitro-1,2,4-triazole (DNT) was obtained with a yield of 61.4 percent. 1H NMR(DMSO-d6, 500 MHz), d: 6.424 (s, 1H, NH); 13C NMR(DMSO-d6, 125 MHz), d: 162.56; IR (KBr, nmax, cm-1), 3224(-NH-), 1659, 1382 (-NO2); Anal. calcd for C2H3N5O5: C 13.57,N 39.55, H 1.71; found C 13.73, N 38.91, H 2.13; MS (m/z):159 [M+].

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:
Article; Li, Ya-Nan; Liu, Ning; Su, Peng-Fei; Wang, Ying-Lei; Ge, Zhong-Xue; Li, Hui; Wang, Bo-Zhou; Asian Journal of Chemistry; vol. 26; 21; (2014); p. 7151 – 7156;,
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. 288-88-0, name is 1H-1,2,4-Triazole, A new synthetic method of this compound is introduced below., name: 1H-1,2,4-Triazole

Example 2 Synthesis of 2-((1H-1,2,4-triazol-1-yl)methyl)-2-(2,4-difluorophenyl)-1,3-dioxolane-4-thiol Sodium triazole was prepared in-situ by azeotropically distilling a mixture of 1,2,4-triazole (0.5 mol), sodium hydroxide solution (50%, 35.2 mL), toluene, (250 mL) and dimethylsulfoxide (250 mL) to a Karl Fisher water content less than 0.4% (by a Karl Fisher titration). The solution was cooled to 25 C., then a anhydrous toluene solution of 2-(bromomethyl)-2-(2,4-difluorophenyl)-4-(ethylthio)-1,3-dioxolane (Chemical Structure 8, 1.8 mol) was added. The temperature was increased to 75 C. and held at that temperature to reaction completion (monitored by TLC). Then the reaction mixture was cooled to 35 C. and quenched with dilute sodium hydroxide aqueous solution slowly to keep the temperature below 45 C. After the resulting mixture was cooled to 25 to 35 C., water and toluene were added. After the phases were separated, the aqueous phase was washed with toluene 3 to 5 times. The combined organic phases were concentrated under a maximum temperature of 70 C. The ethyl group of the thioester (1 mol) was removed by treated the resulting residue with sodium methoxide (approximately 8 mol) in dimtheylformamide (300 mL). The reaction mixture was stirred under nitrogen over night at 120 C. After cooling to room temperature, the reaction was quenched by adding methyl iodide (5 mol) under constantly stirring. Then the mixture was poured into water (350 mL) and extracted with tert-butyl methyl ether (100 mL*3). The organic phase was washed with saturated sodium sulphate solution and condensed. The residue was dissolved in warm toluene and washed with dilute hydrochloric acid aqueous solution, up to two times. After filtration of the precipitate and crystallization from isopropanol/Isopropyl ether (8/2, v/v), the D form of Chemical Structure A where X is -SH was obtained in ~65% yield (Chemical Structure 9).

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

Reference:
Patent; Wu, Nian; Keller, Brian Charles; US2010/143455; (2010); 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. 7170-01-6, name is 3-Methyl-1H-1,2,4-triazole, A new synthetic method of this compound is introduced below., Recommanded Product: 7170-01-6

resultant compoundH N_is in turn reacted with three (3) equivalents of N in 4-Me-2-pentanol to produce

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; TRIPP, Jonathan Clive; FANFAIR, Dayne Dustan; SCHULTZ, Mitchell J.; MURUGESAN, Saravanababu; FOX, Richard J.; CHEN, Chung-Pin H.; IVY, Sabrina E.; PAYACK, Joseph Francis; DOUBLEDAY, Wendel W.; WO2012/106189; (2012); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 4928-88-5, 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. 4928-88-5, name is Methyl 1H-1,2,4-triazole-3-carboxylate belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 13 A mixture of methyl 1,2,4-triazole-3-carboxylate (1.27 g, 0.01 mole) and beta-D-ribofuranosyl-1,2,3,5-tetraacetate (3.18 g, 0.01 mole) was melted and then 0.079 g of benzenesulfonic acid was added thereto. The reaction mixture was reacted for 5 hours, while maintaining the temperature of the reaction mixture at 95+-5¡ã C. And then, the reaction mixture was crystallized with 300.8 nm of methanol to give 3.08 g of 1-(2,3,5-tri-O-acetyl-beta-D-ribofuranosyl)-1,2,4-triazole-3-carboxylic acid methyl ester (yield: 80percent).

The synthetic route of Methyl 1H-1,2,4-triazole-3-carboxylate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Lee, Tai-Au; Park, Nam-Jin; Khoo, Ja-Heouk; Lee, Byung-Cheol; US2003/120064; (2003); 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. Recommanded Product: 288-36-8

2H-1,2,3-triazole (3.45 g, 50 mmol),2-iodo-5-methylbenzoic acid (5.24 g, 20 mmol)Cesium carbonate (11.72 g, 36 mmol),Trans-N, N’-dimethyl-1,2-cyclohexanediamine (0.51 g, 3.6 mmol)Cuprous iodide (0.38 g, 2 mmol),N, N-dimethylformamide (30 mL) were successively added to a 100 mL single-necked round bottom flask,Under the protection of nitrogen gradually heated to 100 ,Reaction for 4 hours.Stop the reaction,cool down,Diluted with tap water and extracted with ethyl acetate (200 mL x 2).The aqueous layer was acidified with concentrated hydrochloric acid to pH = 1 to 2 and extracted with ethyl acetate (200 mL x 2)The combined organic layers were combined and dried over anhydrous sodium sulphate,filter,The filtrate was evaporated under reduced pressure and purified by column chromatography (dichloromethane / methanol (v / v) = 50 / 1) to afford the title compound (yellow solid, 2.76 g, 68%).

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

Reference:
Patent; Guangdong HEC Pharmaceutical Co., Ltd.; Jin, Chuanfei; Gao, Jinheng; Zhang, Yingjun; (39 pag.)CN106243052; (2016); 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. 288-36-8, name is 1H-1,2,3-Triazole, A new synthetic method of this compound is introduced below., Safety of 1H-1,2,3-Triazole

To a mixture of 2-bromo-4-fluorobenzoic acid (30 g, 137 mmol), cesium carbonate (89.26 g, 274 mmol) and Cul (5.27 g, 27.4 mmol) in DMF (200 mL) were added NN?20 dimethylcyclohexane-1,2-diamine (3.7 mL,23.3 mmol) and 1H-1,2,3-triazole (18.92 g, 274mmol). The resulting mixture was stirred at 110 C overnight, cooled, concentrated in vacuo and diluted with water (150 mL). The aqueous mixture was extracted with EtOAc (300 mL x 3). The aqueous layer was acidified with 2N HC1 and extracted with EtOAc (300 mL x 4). The combined organic layers were washed with brine (150 mL x 3), dried over Na2504, filtered andthe filtrate was concentrated in vacuo. The residue was purified by chromatography on silica gel (petroleum ether: EtOAc = 100: 1 5 : 1) to provide the title compound. LRMS m/z (M+H) 208.0 found, 208.0 required.

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; MERCK SHARP & DOHME CORP.; KIM, Ronald; KUDUK, Scott, D.; LIVERTON, Nigel; ZHUO, Gang; (97 pag.)WO2016/100157; (2016); A2;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 1455-77-2,Some common heterocyclic compound, 1455-77-2, name is 3,5-Diamino-1,2,4-triazole, molecular formula is C2H5N5, 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 242-amino-6- [ [4-fluoro-3-(trifluor omethyl)phenyl] methyl] -5-(2-hydroxyethyl)-4H- [1 ,2,4] triazolo [5, 1-b] pyrimidin-7-oneEthyl 2-(4-fluoro-3-(trifluoromethyl)benzyl)-5-hydroxy-3-oxopentanoate (160 mg, 0.48 mmol), lH-l,2,4-triazole-3,5-diamine (71 mg, 0.71 mmol) and 4-methylbenzenesulfonic acid (41 mg, 0.24 mmol) in n-butanol (0.5ml) was heated to 160 ¡ãC in an open vial. The reaction mixture was heated until the reaction mixture melted and became light brown and was then removed from the heat. The crude product was purified with preparative HPLC (Waters X-bridge C18 OBD column, 5mu silica, 30 mm diameter, 150 mm length, using decreasingly polar mixtures of water (containing 0.1percent TFA) and acetonitrile as eluents). Fractions containing pure product was lyophilised to give the title compound (12 mg, 7percent>). 1H NMR (399.99 MHz, DMSO-d6) delta 12.52 (1H, s), 7.64 (1H, m), 7.57 (1H, m), 7.37 (1H, m), 5.99 (2H, s), 4.84 (IH, s), 3.89 (2H, s), 3.62 (2H, t), 2.76 (2H, t). m/z (APCI) (M+H)

The synthetic route of 1455-77-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; BENGTSSON, Boel, Ase; BLACKABY, Wesley; CUMMING, John; FAULL, Alan, Wellington; LARSSON, Joakim; NASH, Ian, Alun; OLDHAM, Keith; PAPE, Andrew; WO2011/114148; (2011); 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, Safety of 4-(1,2,4-Triazol-1-yl)aniline

The product from step 1 (850 mg) was heated in DMF-DMA (1.32 ml) for 1.5 h. On cooling the mixture was diluted with ether, filtered and washed with further ether to give the formamidine as a grey solid (564 mg). A portion of this material (54 mg) was treated with 4-triazolyl-aniline (35 mg) in AcOH (1.5 ml) at 100 for 2 h, cooled and diluted with water (25 ml). Basified with NaOH, filtered and the solid dried to give the title compound (54.4 mg, 70 %). 1H NMR delta 10.0 (IH, s), 9.18 (IH, s) 8.67 (IH, s), 8.51 (IH, s), 8.14 (IH, s), 8.0(3H, m), 7.8 (2H, d), 7.72 (IH, d, J 8.85Hz), 7.48 (IH, s), 7.15 (IH, s), 2.2 (3H, s); LC-MS rt 2.72 m/z 385 ES+.

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, 4-(1,2,4-Triazol-1-yl)aniline, other downstream synthetic routes, hurry up and to see.

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