Tag: M.W:200-300

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. 1533519-84-4, name is 4-(4-Cyclopropylnaphthalen-1-yl)-1H-1,2,4-triazole-5(4H)-thione, A new synthetic method of this compound is introduced below., Formula: C15H13N3S

Ethanol 535g was first added to a 1L four-necked flask at room temperature.Compound IV (106.9 g, 0.4 mol) was added with stirring and Compound Va (47.3 g, 0.22 mol) was added.Slowly warm up to 50-55C under nitrogen protection. The solid dissolves completely.Potassium bicarbonate 48 g was added in portions over 60-80 minutes. After the addition, the reaction is incubated at 50-55C for 2-3 hours.The disappearance of the TLC monitoring point indicates the end of the reaction.After the reaction was completed, insoluble material was removed by hot filtration, and the resulting filtrate was slowly cooled to -5C.A large number of white solids precipitated, and 100 ml of deionized water was added dropwise to the reaction flask over 1-2 hours to crystallize sufficiently.And remove inorganic salts. After deionized water is added, it is crystallized at -5C for 2 hours and filtered.The filter cake was washed with 100 ml of 95% ice-cold ethanol. The resulting compound (IIIa) was vacuum-dried,Dry at a temperature of 50-55C for 24 hours. 124.5 g of compound (IIIa) was obtained with a yield of 92%.

The synthetic route of 1533519-84-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zhejiang Xin Donggang Pharmaceutical Co., Ltd.; Yan Jianbo; Ma Liangxiu; Lin Yi; Hong Huabin; (16 pag.)CN107739344; (2018); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 81581-05-7, name is Ethyl 1-(4-methoxybenzyl)-1H-1,2,3-triazole-4-carboxylate, 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 81581-05-7, SDS of cas: 81581-05-7

Example 42: 1-(4-methoxybenzyl)-1H-1,2,3-triazole-4-carboxylic acidTo a mixture of ethyl 1-(4-methoxybenzyl)-1 H-1 ,2,3-triazole-4-carboxylate (190.0 g, 0.73 mol) and MeOH/H2O (350 mL/100 mL) was added LiOH. H2O (42.0 g, 0.97 mol) in portions at 0 0C and the reaction mixture was stirred at room temperature overnight. The mixture was evaporated, the residue was diluted with water (250 mL), then extracted with Et2O (3×75 mL) to remove neutral impurities. The aqueous layer was adjusted to pH = 3-4 with cone. HCI and the precipitate was filtered to afford the title compound (160 g, 94.0%) as a white solid.

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

Reference:
Patent; PFIZER PRODUCTS INC.; WO2008/4096; (2008); 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. 22300-52-3, name is 4,5-Dibromo-2H-1,2,3-triazole, A new synthetic method of this compound is introduced below., Computed Properties of C2HBr2N3

General procedure: To a 20 ml or 40 ml viale quipped with a stir bar was added photocatalyst, nitrogen nucleophile, iodomesitylene dicarboxylate, copper salt, and ligand. Dioxane was added followed by addition of the base. The solution was sonicated for 1?3 min until it became homogeneous. Next, the solution was degassed by sparging with nitrogen for 5?10 min before sealing with Parafilm. The reaction was stirred and irradiated using two 34-W blue LED lamps (3 cm away, with cooling fan to keep the reaction at room temperature) for 1 h. The reaction mixture was removed from the light, cooled to ambient temperature, diluted with water (15 ml) and ethyl acetate (25 ml), and the aqueous layer was extracted with ethyl acetate (3 ¡Á 25 ml). The combined organic layers were washed with brine, dried over Na2SO4, filtered and concentrated. The residue was purified by flash chromatography on silica gel to afford the desired decarboxylative C?N coupling product. For aniline substrates, a solution of these nitrogen nucleophiles in dioxane was used; additionally, if the iodomesitylene dicarboxylate is a liquid, its solution in dioxane was used.

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:
Article; Liang, Yufan; Zhang, Xiaheng; MacMillan, David W. C.; Nature; vol. 559; 7712; (2018); p. 83 – 88;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 23579-79-5, 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. 23579-79-5, name is 3,5-Dibromo-1-methyl-1H-1,2,4-triazole, This compound has unique chemical properties. The synthetic route is as follows.

In a 25 mL pressure vial, 3,5-dibromo-1-methyl- 1H-1,2,4-triazole (lnt-41, 424 mg, 1.76 mmol) was dissolved in DMF (5 mL) and potassium carbonate (375 mg, 2.71 mmol), followed by 3- chlorophenol (176 mg, 141 L, 1.36 mmol) were added. The vial was sealed, the reaction mixture was stirred for 15 h at 100 C. After cooling, it was concentrated in vacuo, the residue was purified by column chromatography (silica gel, 70 g, eluting with ethyl acetate / n-heptane, gradient 0: 100 to 30:70 v/v) to yield the title compound as white solid (388 mg, 99%). 1H NMR (CDCl3, 300 MHz): delta 3.78 (s, 3 H), 7.21-7.28 (m, 2 H), 7.32-7.39 (m, 2 H). MS (ES+) m/z 288.0, 290.0, 292.0 [M+H, Br & CI isotopes] .

The chemical industry reduces the impact on the environment during synthesis 3,5-Dibromo-1-methyl-1H-1,2,4-triazole. I believe this compound will play a more active role in future production and life.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BARTELS, Bjoern; BERCHTOLD, Stefan; GALLEY, Guido; GOERGLER, Annick; JAKOB-ROETNE, Roland; KRUMMENACHER, Daniela; LIMBERG, Anja; NEIDHART, Werner; RATNI, Hasane; REUTLINGER, Michael; RODRIGUEZ SARMIENTO, Rosa Maria; SCHNIDER, Christian; (309 pag.)WO2018/87018; (2018); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

7411-23-6, name is 3,5-Dibromo-1H-1,2,4-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. name: 3,5-Dibromo-1H-1,2,4-triazole

In a 500 mL round bottomed flask, 3,5-dibromo-1H-1,2,4-triazole (Int-1, 3.00 g, 13.2 mmol) was dissolved in 1,2-dichloroethane (100 mL), and cyclopropylboronic acid (2.84 g, 33.1 mmol), sodium carbonate (3.50 g, 33.1 mmol), copper(II) acetate (2.94 g, 15.9 mmol) and 2,2′- bipyridine (2.50 g, 15.9 mmol) were added. The reaction mixture was stirred for 3 h at 75 C. After that, it was diluted with dichloromethane (100 mL) and washed with saturated aqueous solution of ammonium chloride (100 mL) and brine (100 mL), dried (sodium sulfate) and concentrated in vacuo. The crude product was purified by column chromatography (silica gel, 80 g, eluting with dichloromethane / methanol, gradient 100:0 to 95:5 v/v) to afford the title compound as colorless oil (660 mg, 13%). HPLC (method LCMS_fastgradient) tR = 1.00 min. 1H NMR (CDCl3, 300 MHz): delta 1.12- 1.31 (m, 4 H), 3.45-3.54 (m, 1 H). MS (ES+) mJz 265.8, 267.7, 269.8 [M+H, 2 Br isotopes] .

The synthetic route of 7411-23-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BARTELS, Bjoern; BERCHTOLD, Stefan; GALLEY, Guido; GOERGLER, Annick; JAKOB-ROETNE, Roland; KRUMMENACHER, Daniela; LIMBERG, Anja; NEIDHART, Werner; RATNI, Hasane; REUTLINGER, Michael; RODRIGUEZ SARMIENTO, Rosa Maria; SCHNIDER, Christian; (309 pag.)WO2018/87018; (2018); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 217448-86-7, 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. 217448-86-7, name is Methyl 1-(2,6-difluorobenzyl)-1H-1,2,3-triazole-4-carboxylate belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below.

Example 4 Preparation of Rufinamide (I). Mixture of 10 g (0.039 mol) of methyl-1-(2,6-difluorobenzyl)-1H-1,2,3-triazole-4-carboxylate, and 150 ml of methanolic ammonia solution was stirred at ambient temperature. The reaction mixture was heated to 45 C. for 22 hours. Cooled to ambient temperature. Solid was filtered, washed with methanol and dried under reduced pressure. Yield 69 g (87%); HPLC purity: 99.83%.

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, Methyl 1-(2,6-difluorobenzyl)-1H-1,2,3-triazole-4-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; LUPIN LIMITED; Siyan, Rajinder Singh; Aher, Yogesh Subhas; Bhise, Nandu Baban; Singh, Girij Pal; Gohel, Sunilkumar Vinubhai; US2014/357871; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 7411-23-6, These common heterocyclic compound, 7411-23-6, name is 3,5-Dibromo-1H-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.

Two hatches of phenylboronic acid (13 5 g, 111 mmol, 1.0 eq), 3,5-dibromo~lH-i,2,4~ triazoe (25 g, 110 mmol, 1.0 eq), Cu(QAc)2 (30 g, 165 mmol, 1.5 eq), pyridine (26.5 g, 335 mmol, 27 mL, 3.0 eq) and 4A MS (5 g, 22.0 mmol) in toluene (250 mJL) was degassed and purged with O2 for three times, and then the mixture was stirred at 80 C for 16 h under O? atmosphere (15 psi). After completion of the reaction, the two batches of reaction mixture were mixed and filtered, then concentrated under reduced pressure to give a residue. The residue was purified by flash silica gel chromatography (ISCO; 200 g SepaFlash1 Silica Flash Column, eluent of 0-10% ethyl acetate/petroleum ether gradient 80 mL/min) to give 36 g crude product with 67% purity. 2 g was used for next step directly. The remaining 34 g was diluted with DCM (200 mL) and washed with saturated aqueous NaHC03 (100 mL c 1), brine (100 mL), dried over anhydrous Na2S04, filtered and concentrated under reduced pressure to give 3, 5-dibromo-l -phenyl-1 ,2,4-triazole (29.2 g, 37% yield, 85% purity) as a light yellow solid. i.C-YlS (ESI): m/z (M+H) 303.9.

The synthetic route of 7411-23-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AN2H DISCOVERY LIMITED; JOHNSTON, Jennifer; FATHEREE, Paul Ross; (225 pag.)WO2019/109099; (2019); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 956317-36-5,Some common heterocyclic compound, 956317-36-5, name is 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid, molecular formula is C10H9N3O2, 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.

General procedure: TEA (1.20 mL, 8.63 mmol) was added to a solution of N-ethyl-2[3-(5-fluoro-pyridin-2-yl)-1H-pyrazol-l-yl] ethanamine dihydrochloride(0.50 g, 1.63 mmol) in CHC13 (5 mL) at room temperature.5-methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid (0.36 g, 1.79 mmol)and propylphosphonic acid anhydride (cyclic trimer) (50% solutionin DMF [approximately 1.6 mol/L], 1.32 mL, 2.12 mmol) wereadded to the reaction solution under cooling in ice water. Theresultant mixture was stirred at 50 C for 5 h. After standing untilcooled to room temperature, water was added thereto, followedby extraction with CHCl3. The organic layer was washed with brine.Then, the organic layer was dried over MgSO4 and the desiccantwas filtered off. Then, the solvent was distilled off under reducedpressure. The obtained residue was purified by column chromatography(20-80% EtOAc in hexanes) and washed with Et2O to yieldthe title compound 4a as a colorless powder (0.51 g, 75%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid, its application will become more common.

Reference:
Article; Suzuki, Ryo; Nozawa, Dai; Futamura, Aya; Nishikawa-Shimono, Rie; Abe, Masahito; Hattori, Nobutaka; Ohta, Hiroshi; Araki, Yuko; Kambe, Daiji; Ohmichi, Mari; Tokura, Seiken; Aoki, Takeshi; Ohtake, Norikazu; Kawamoto, Hiroshi; Bioorganic and Medicinal Chemistry; vol. 23; 6; (2015); p. 1260 – 1275;,
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. 7411-23-6, name is 3,5-Dibromo-1H-1,2,4-triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C2HBr2N3

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 synthetic route of 7411-23-6 has been constantly updated, and we look forward to future research findings.

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

Reference of 1157938-97-0, 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. 1157938-97-0, name is 1-(2,5-Difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanone, This compound has unique chemical properties. The synthetic route is as follows.

A 2-neck flask with cooler was charged with zinc (1.1 g, 17 mmol, 3.8 eq.) and heated in vacuo using a hotgun (3 nitogen-vacuum cycles). Subsequently, THF (60 mL) was added and then trimethylsilylchloride (0.15 mL). The resulting suspension was stirred under a nitrogen atmosphere at room temperature for 15 minutes, after which a solution of ketone III (Ri = F, 1.0 g, 4.5 mmol, 1.0 eq.) in THF (30 mL) was added. The reaction mixture was then heated to 66 C, after which the heating source was removed. Subsequently, a solution of ethyl-2-bromopropionate (0.87 mL, 1.2 g, 6.7 mmol, 1.5 eq.) in THF (20 mL) was added dropwise over 10 minutes. The reaction mixture was then stirred at 66 C for 1.5 hours, after which it was cooled to room temperature. The reaction was quenched by addition of a saturated aqueous ammoniumchloride solution (100 mL) and diluted with methyl-teributyl ether (MTBE, 100 mL). The layers were separated and the aquous layer was extracted with MTBE (2x 100 mL). The combined organic layers were washed with brine (100 mL), dried (Na2S04), filtered and concentrated in vacuo to give a yellow oil (1.4 g) containing racemic ester I. ^-NMR- and GC-analysis showed a conversion of ketone III (Ri = F) of 80% and a d.e. of ester I of 60% in favor of the desired RR/SS-diastereomer. The product was not purified further.

The chemical industry reduces the impact on the environment during synthesis 1-(2,5-Difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanone. I believe this compound will play a more active role in future production and life.

Reference:
Patent; BASILEA PHARMACEUTICA AG; VAN SUMMEREN, Ruben; VAESSEN, Harrie; MINK, Daniel; WASER, Mario; WO2014/23623; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics