Extracurricular laboratory: Synthetic route of 7411-23-6

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.

Electric Literature of 7411-23-6, A common heterocyclic compound, 7411-23-6, name is 3,5-Dibromo-1H-1,2,4-triazole, molecular formula is C2HBr2N3, 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.

3,5-Dibromo-1,2,4-triazole (1; 658 mg, 2.9 mmol) and salicylic alcohol2c (447 mg, 2.9 mmol) were refluxed for 2 h in DMF (10 mL). Aftercompletion of the reaction, the mixture was cooled and poured intoH2O (30 mL). The precipitate formed was collected by filtration,washed with H2O, dried, and recrystallized from EtOH; yield: 585 mg(60%); colorless crystals; mp 149-150 C.IR (KBr): 3500-3000 (O-H), 1612, 1593, 1553, 1520, 1485, 1468,1433, 1364, 1290, 1267, 1231, 1184, 1069, 1005, 916, 837, 777, 760,721, 704 cm-1.1H NMR (400 MHz, DMSO-d6): delta = 9.09 (s, 1 H, OH), 6.91 (dd, J = 8.2,1.2 Hz, 1 H, Ar), 6.73 (t, J = 7.9 Hz, 1 H, Ar), 6.57 (d, J = 7.6 Hz, 1 H, Ar),5.26 (s, 2 H, CH2), 3.75 (s, 6 H, 2 ¡Á CH3O).1H NMR (400 MHz, CD3CN): delta = 6.91 (dd, J = 8.0, 1.4 Hz, 1 H, Ar), 6.89(br s, 1 H, OH), 6.79 (t, J = 8.0 Hz, 1 H, Ar), 6.66 (dd, J = 7.8, 1.4 Hz, 1 H,Ar), 5.27 (s, 2 H, CH2), 3.82 (s, 6 H, 2 ¡Á CH3O).13C NMR (100 MHz, DMSO-d6): delta = 148.0 (C), 144.8 (C), 139.6 (C),131.7 (C), 121.5 (C, CH), 119.5 (CH), 112.4 (CH), 56.4 (2 ¡Á CH3), 49.2(CH2).13C NMR (100 MHz, CD3CN): delta = 147.2 (C), 144.2 (C), 139.4 (C), 130.5(C), 121.4 (CH), 120.3 (C), 119.7 (CH), 111.7 (CH), 55.9 (2 ¡Á CH3), 48.7(CH2).Anal. Calcd for C10H9Br2N3O2: C, 33.09; H, 2.50; N, 11.58. Found: C,32.95; H, 2.41; N, 11.45.

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; 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

Continuously updated synthesis method about 138624-97-2

The synthetic route of 138624-97-2 has been constantly updated, and we look forward to future research findings.

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. 138624-97-2, name is 1-Benzyl-1H-1,2,4-triazole-3-carboxylic acid, A new synthetic method of this compound is introduced below., Quality Control of 1-Benzyl-1H-1,2,4-triazole-3-carboxylic acid

A mixture of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimidehydrochloride (35 mg, 0.18 mmol), 6-amino-4-methyl-2-(tetrahydrofuran-3-ylmethyl)-7,8-dihydro-6H-pyrazolo[1,5-a][1,3]diazepin-5-one (40 mg, 0.15 mmol), 1-hydroxybenzotriazole (25 mg, 0.18 mmol) and 1-benzyl-1,2,4-triazole-3-carboxylic acid (34 mg, 0.17 mmol) in N,N-dimethylformamide (3 mL) was stirred at 25 C. for 12 h. The reaction mixture was concentrated under reduced pressure. The residue was purified by RP-HPLC (methanol 40%-70%/0.05% ammonia hydroxide in water) to afford 1-benzyl-N-[4-methyl-5-oxo-2-(tetrahydrofuran-3-ylmethyl)-7,8-dihydro-6H-pyrazolo[1,5-a][1,3]diazepin-6-yl]-1,2,4-triazole-3-carboxamide (30 mg, 43%) as a white solid.

The synthetic route of 138624-97-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Genentech, Inc.; Patel, Snahel; Hamilton, Gregory; (73 pag.)US2018/170927; (2018); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Introduction of a new synthetic route about 956317-36-5

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.

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. 956317-36-5, name is 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid, A new synthetic method of this compound is introduced below., category: Triazoles

The reaction flask was sequentially charged with 5-methyl-2- (2H- 1,2,3-triazol-2-yl) benzoic acid (4.65 g, 22.89 mmol)N, N-dimethylformamide (3 drops), dichloromethane (52 mL), thionyl chloride (2.79 mL, 34.33 mmol)The system was stirred at room temperature for 2 hours. Then, the reaction system was concentrated under reduced pressure at 40 C,5.06 g of 5-methyl-2- (2H-1,2,3-triazol-2-yl) benzoyl chloride was obtained as a yellow oil.

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; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; He Bifei; Liu Guangyuan; Fan Yuping; Wang Zhongqing; Luo Zhonghua; (10 pag.)CN107304204; (2017); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Share a compound : 7411-23-6

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.

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. 7411-23-6, name is 3,5-Dibromo-1H-1,2,4-triazole, A new synthetic method of this compound is introduced below., name: 3,5-Dibromo-1H-1,2,4-triazole

In a 250 mL round bottomed flask, 3,5-dibromo-1H-1,2,4-triazole (Int-1, 8.00 g, 35.3 mmol) was dissolved in DMF (80 mL) and the solution was cooled to 0-5 C (ice bath). Sodium hydride (60% dispersion in mineral oil, 1.69 g, 42.3 mmol) was added in portions and the resulting mixture was stirred for 45 min at 0-5 C and for 15 min at room temperature. After that, iodomethane (10.0 g, 4.41 mL, 70.5 mmol) was added dropwise at 0-5 C (ice bath). The resulting mixture was stirred for 18 h at room temperature. After that, it was concentrated in vacuo, the residue was diluted with ethyl acetate (200 mL) and water (200 mL), the aqueous phase was extracted with ethyl acetate (2 x 200 mL). The combined organic layers were dried (sodium sulfate) and concentrated in vacuo to yield the title compound as light yellow solid (8.15 g, 96%). 1H NMR (CDCl3, 300 MHz): delta 3.89 (3 H). MS (ES+) m/z 240.0, 242.0, 244.0 [M+H, 2 Br isotopes].

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; 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

A new synthetic route of 1186050-58-7

The synthetic route of 1186050-58-7 has been constantly updated, and we look forward to future research findings.

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. 1186050-58-7, name is 2-Fluoro-6-(2H-1,2,3-triazol-2-yl)benzoic acid belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 2-Fluoro-6-(2H-1,2,3-triazol-2-yl)benzoic acid

Step A: (1 S,6R)-tert-Butyl 8-(2-fluoro-6-(2H-1 ,2,3-triazol-2-yl)benzoyl)-3,8-diazabicyclo[4.2.0]octane-3-carboxylate. To 2-fluoro-6-(2H-1 ,2,3-triazol-2- yl)benzoic acid (406 mg, 1 .5 mmol) in PhCH3 (5ml_) was added SOCI2 (1 17 u?_, 1 .6 mmol). The flask was heated with an oil bath to 50 C for 1 h. To (1 S,6R)- tert-butyl 3,8-diazabicyclo[4.2.0]octane-3-carboxylate (260 mg, 1 .3 mmol) and Na2CO3 (519 mg, 4.9 mmol) in PhCH3 (5ml_) and H2O (5mL) at 0 C was added the above solution dropwise. The reaction was allowed to warm slowly to rt and stir for 15h and extracted with DCM (2 X). The combined organics were dried (Na2SO4). Purification via silica gel chromatography (1 -7% 2MNHs/MeOH in CH2CI2) gave 335 mg (68%) of the title compound. MS (ESI) mass calcd. C2oH24FN5O3, 401 .44; m/z found 346.1 [M-C(CH3)3]+

The synthetic route of 1186050-58-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; BRANSTETTER, Bryan, James; LETAVIC, Michael, A.; LY, Kiev, S.; RUDOLPH, Dale, A.; SAVALL, Brad, M.; SHAH, Chandravadan, R.; SHIREMAN, Brock, T.; WO2011/50202; (2011); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Analyzing the synthesis route of 23579-79-5

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3,5-Dibromo-1-methyl-1H-1,2,4-triazole, its application will become more common.

Reference of 23579-79-5,Some common heterocyclic compound, 23579-79-5, name is 3,5-Dibromo-1-methyl-1H-1,2,4-triazole, molecular formula is C3H3Br2N3, 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) 5-Bromo-2-methyl-2H-[ 1 ,2,4]triazole-3-carbaldehyde To a solution of 3,5-dibromo-l-methyl-lH-l,2,4-triazole (500 mg, 2.08 mmol, Eq: 1.00) in tetrahydrofuran (5 ml) was added dropwise at -45 C under argon atmosphere n-butyllithium 1.6 M in hexane (1.56 ml, 2.49 mmol, Eq: 1.2). The resulting mixture was stirred for 30 minutes at -45C and was then cooled to -70C. Then dimethyl formamide (197 mg, 209 mu, 2.7 mmol, Eq: 1.3) wass added dropwise. After 15 minutes the cooling bath was removed and the mixture was allowed to reach 25 C. The mixture was stirred for additional 2 hours at 25 C. The mixture was poured on water and extracted twice with ethyl acetate, the organic layers were combined, washed with water and brine, dried over magnesium sulfate, filtrated and evaporated, affording 5-bromo-2-methyl-2H-[l,2,4]triazole-3-carbaldehyde (218 mg / 55.3 %) as an orange semi solid. MS: m/e= 189 (M+H+)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3,5-Dibromo-1-methyl-1H-1,2,4-triazole, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; FLOHR, Alexander; GROEBKE ZBINDEN, Katrin; KUHN, Bernd; LERNER, Christian; RUDOLPH, Markus; SCHAFFHAUSER, Herve; WO2013/178572; (2013); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Simple exploration of 7411-23-6

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

Related Products of 7411-23-6, A common heterocyclic compound, 7411-23-6, name is 3,5-Dibromo-1H-1,2,4-triazole, molecular formula is C2HBr2N3, 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.

Sodium hydrogen (423.17 mg) was added to a N,N-dimethylformamide solution (10 ml) of a compoundWX123-1 (2.0 g) at 0C, and the reaction was stirred for 0.5 hour at 0C. Isopropane iodide (1.57 g) was added to thereaction solution and the reaction was stirred at 25 C for 14 hours. After the reaction was completed, water (10 ml) wasadded to quench the reaction, and then water (20 ml) was added, and the solution was extracted with ethyl acetate (20ml) for three times. The mixed organic phase was washed with water (20 ml) twice, dried with anhydrous sodium sulfate,and then filtered and concentrated to obtain a crude product WX123-2. 1H NMR (400MHz, CHLOROFORM-d) delta = 3.88- 3.75 (m, 3H).

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

Reference:
Patent; Shandong Danhong Pharmaceutical Co., Ltd.; LUO, Zhi; LI, Xiaolin; YANG, Yaxun; YANG, Lele; LI, Peng; HE, Haiying; LI, Jian; CHEN, Shuhui; (155 pag.)EP3626699; (2020); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Some scientific research about 7411-23-6

According to the analysis of related databases, 7411-23-6, the application of this compound in the production field has become more and more popular.

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 7411-23-6 as follows. Recommanded Product: 3,5-Dibromo-1H-1,2,4-triazole

General procedure: A mixture of salt 1a (1 g, 2.9 mmol), 3,5-dibromo-1,2,4-triazole (0.66 g, 2.9 mmol), and K2CO3 (1.20 g, 8.7 mmol) in DMF (10 ml) was refluxed for 2 h. The mixture was cooled and poured into water (50 ml). The precipitate formed was filtered off and recrystallized from DMF.

According to the analysis of related databases, 7411-23-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Osyanin; Osipov; Klimochkin, Yu. N.; Chemistry of Heterocyclic Compounds; vol. 47; 12; (2012); p. 1607 – 1609; Khim. Geterotsikl. Soedin.; vol. 47; 12; (2011); p. 1914 – 1916,3;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Extended knowledge of 20725-34-2

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-(4-Bromophenyl)-5-methyl-1H-1,2,3-triazole-4-carboxylic acid, its application will become more common.

Synthetic Route of 20725-34-2,Some common heterocyclic compound, 20725-34-2, name is 1-(4-Bromophenyl)-5-methyl-1H-1,2,3-triazole-4-carboxylic acid, molecular formula is C10H8BrN3O2, 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: To a solution of compound 7 (5 mmol) in POCl3(15 mL), a solution of compound 11 (5 mmol) in ethanol (25 mL) was added and the reaction mixture was heated under reflux for 14 h under anhydrous conditions. The solvent was distilled in vacuo, the residual mass was poured over crushed ice and the excess POCl3 was neutralized with 10% sodium bicarbonate solution. The solid thus separated was filtered, washed with 10% sodium bicarbonate solution and finally with water, dried and purified by recrystallization from ethanol to give pure compounds12a-j.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-(4-Bromophenyl)-5-methyl-1H-1,2,3-triazole-4-carboxylic acid, its application will become more common.

Reference:
Article; Sanjeeva Reddy; Vani Devi; Sunitha; Kalyani; Nagaraj; Indian Journal of Chemistry – Section B Organic and Medicinal Chemistry; vol. 55B; 5; (2016); p. 590 – 597;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Discovery of 7411-23-6

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, 3,5-Dibromo-1H-1,2,4-triazole, other downstream synthetic routes, hurry up and to see.

Reference of 7411-23-6, The chemical industry reduces the impact on the environment during synthesis 7411-23-6, name is 3,5-Dibromo-1H-1,2,4-triazole, I believe this compound will play a more active role in future production and life.

In a 50 mL round bottomed flask sodium hydride (60% dispersion in mineral oil) (132 mg, 3.31 mmol) was added to a colorless solution of 3,5-dibromo- lH-l,2,4-triazole (Int-1, 500 mg, 2.2 mmol) in DMF (7 ml). The resulting suspension was stirred at room temp during 30 min and 3,3,3-trifluoropropyl 4-methylbenzenesulfonate (591 mg, 2.2 mmol) solved in DMF (3 ml) was added and the reaction was stirred at 40C over night. The reaction mixture was poured into 50 mL H20 and extracted with EtOAc (3 x 50 mL). The organic layers were washed with sat NaCl (3 x 50 mL), dried over MgS04 and concentrated in vacuo. The title compound was isolated as a light yellow liquid (288 mg, 40.5 % yield). MS (ES+) m/z: 323.8 [(M+H)+].

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, 3,5-Dibromo-1H-1,2,4-triazole, other downstream synthetic routes, hurry up and to see.

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