Triazoles

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. HPLC of Formula: C2H5N5

3-Amino-6-chloro-1,2,4,5-tetrazine (4) (1:00 g, 7.60mmol) was dissolved in a mixture of 16:0 mL acetonitrile and 2:0 mL water. To the stirred solution 3,5-diamino-1,2,4-triazole (1:51 g, 15:2 mmol) was added. The mixturewas heated to 90 ¡ãC and refluxed for 16 h. The precipitatewas filtered and washed with water and acetonitrile. Theproduct (9) was recrystallized from water. After standing overnight at ambient temperature, the crystals were filteredand dried. 1:33 g (5:78 mmol; 76percent) of red needles of 9 were yielded. ? Elemental analysis (C4H10N10O2, 230.19)exp. (calcd.) in percent: C 20.62 (20.87); H 4.18 (4.38); N 60.37(60.85). ? DSC (5 C min1, ¡ã C): Tdec:: c 314 ¡ãC. ? 1H NMR([D6]DMSO, 25 ¡ãC, ppm): d =5.38 (s, 2H, NH2 triazole),6.94 (s, 2H, NH2 triazole), 7.83 (s, 2H, NH2 tetrazine).? 13C NMR ([D6]DMSO, 25 ¡ãC, ppm): d =155.5 (1C,C-NH2 triazole), 156.3 (1C, C-NH2 triazole), 162.7 (1C,C-tetrazine), 162.9 (1C, C-tetrazine). ? MS ((+)-DEI): m=z = 194.1 (100) [C4H6N10]+, 124.1 (43) [C3H4N6]+,99.1 (5) [C2H5N2]+, 82.1 (19) [C2H2N5]+. ? Raman: n(cm-1)=3250 (2), 3184 (5), 1648 (7), 1570 (5), 1555 (12), 1526 (5), 1477 (90), 1399 (4), 1371 (8), 1335 (6), 1158 (10),1027 (18), 866 (100), 828 (4), 669 (7), 580 (9), 456 (5), 356(4), 345 (7), 321 (6). ? Sensitivity data: IS: > 40 J; FS: >360 N; ESD: > 1 J.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1455-77-2, its application will become more common.

Reference:
Article; Klapoetke, Thomas M.; Preimesser, Andreas; Stierstorfer, Joerg; Zeitschrift fur Naturforschung, B: Chemical Sciences; vol. 68; 12; (2013); p. 1310 – 1320;,
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. 1142927-05-6, name is 1-Methyl-1H-1,2,4-triazole-3-carbonitrile, A new synthetic method of this compound is introduced below., Recommanded Product: 1-Methyl-1H-1,2,4-triazole-3-carbonitrile

1-methyl-3-cyano-1H-1,2,4-triazole (20 g, 185 mmol) and anhydrous methanol (500 mL) were added to 100 mL of dry three-Followed by the addition of sodium methoxide (14 g, 259 mmol) and amine chloride(14.8 g, 277.5 mmol),Stir at 5 C for 12 hThe filter,The filtrate was evaporated under reduced pressure,The residue was beaten with acetone,filter,A white solid (23.44 g, 78.8%) was obtained.

The synthetic route of 1142927-05-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Zhang Yingjun; Liu Xinchang; Ren Qingyun; Wang Chaolei; S ¡¤geerdeman; (50 pag.)CN103664899; (2017); B;,
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., COA of Formula: C3H5N3

General procedure: TBHP (3 eq.) was added to a solution of 3-phenyl-1,2,4-triazole (0.4 mmol) 1a, benzaldehyde 2a (0.6 mmol), followed by TBAI (20 mol%) in DCE(4 mL). The reaction mixture was stirred at 120 oC under nitrogen atmosphere for 5 h. After completion of the reaction confirmed by TLC, the reaction mixture was cooled to room temperature and partitioned between water and ethyl acetate. The organic and aqueous layers were then separated and aqueous layer was extracted with ethyl acetate twice. The combined organic extracts were dried over anhydrous Na2SO4 and concentrated under reduced pressure to afford the crude. The crude was further purified by silica gel chromatography using EtOAc/hexane as eluents to furnish the desired product 3 or 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.

Reference:
Article; Agisho, Habtamu Abebe; Esatu, Habdolo; Hairat, Suboot; Zaki, Mehvash; Tetrahedron Letters; (2020);,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

These common heterocyclic compound, 16681-65-5, name is 1-Methyl-1H-1,2,3-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. category: Triazoles

To a flask containing 1-methyl-1H-1,2,3-triazole (430 mg, 0.8 mmol) was added THF (15 mL) and the solution was cooled to -43 C. using a CH3CN-CO2 bath. Then, n-BuLi, (2.5 M in hexanes, 0.7 mL, 1.75 mmol) was added dropwise. The reaction mixture was stirred at -40 C. for 30 minutes, then tert-butyl-3-(4-chloro-2-methoxy-3-(4-(trifluoromethyl)benzyl)quinoline-6-carbonyl)-azetidine-1-carboxylate (430 mg, 0.8 mmol, Intermediate 61: step b) in 2 mL THF was introduced. The reaction mixture was allowed to warm to room temperature over 30 minutes, and was quenched after 45 minutes with aqueous NH4Cl solution. The aqueous portion was extracted with EtOAc (3*30 mL). The combined organics were washed with brine, dried over MgSO4, filtered and concentrated. Chromatography on Silica gel (10% acetone-hexane increasing to 30% acetone) afforded the title compound as a white amorphous solid. 1H NMR (500 MHz, CDCl3) delta 8.24 (d, J=2.1 Hz, 1H), 7.78 (d, J=8.8 Hz, 1H), 7.56-7.47 (m, 3H), 7.40 (d, J=8.1 Hz, 2H), 7.35 (dd, J=8.7, 2.1 Hz, 1H), 4.35 (s, 2H), 4.20 (t, J=8.8 Hz, 1H), 4.07 (s, 3H), 4.00 (dd, J=9.3, 5.6 Hz, 1H), 3.92 (dd, J=8.9, 5.7 Hz, 1H), 3.67 (s, 3H), 3.62 (t, J=8.8 Hz, 1H), 3.52-3.38 (m, 1H), 1.38 (s, 9H); MS (ESI): mass calcd: Chemical Formula: C30H31ClF3N5O4; Exact Mass: 617.2. m/z found 617.8 [M+H]+.

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

Reference:
Patent; Janssen Pharmaceutica NV; Leonard, Kristi A.; Barbay, Kent; Edwards, James P.; Kreutter, Kevin D.; Kummer, David A.; Maharoof, Umar; Nishimura, Rachel; Urbanski, Maud; Venkatesan, Hariharan; Wang, Aihua; Wolin, Ronald L.; Woods, Craig R.; Fourie, Anne; Xue, Xiaohua; Cummings, Maxwell D.; Jones, William Moore; Goldberg, Steven; US2015/105366; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 4928-87-4, name is 1,2,4-Triazole-3-carboxylic acid, molecular formula is C3H3N3O2, 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. Recommanded Product: 1,2,4-Triazole-3-carboxylic acid

To a reaction of 1/7-1, 2, 4-triazole-3 -carboxylic acid (113 mg, 1.19 mmol) and 4- (trifluoromethoxy)benzylamine (0.20 mL, 1.31 mmol) in dry DMF (10 mL) was added 1- hydroxybenzotriazole monohydrate (200 mg, 1.31 mmol) and EDC (N-(3- Dimethylaminopropyl)-N’- ethylcarbodiimide) (251 mg, 1.31 mmol) followed by N- methylmorpholine (0.52 mL, 4.76 mmol via syringe). The mixture was stirred at room temperature under nitrogen and the solids were gradually dissolved. The contents were stirred at room temperature for 24 h, and then slowly diluted into iced water and extracted with DCM (2 x 50 mL). The DCM phase was washed with ice cold water (2 x 100 mL). The DCM phase was dried over anhydrous Na2S04, concentrated under reduced pressure and chromatographed on silica gel using MeOH and DCM (8:92) as eluents to get the desired amide 8 (305.3 mg, 90 % yield) as a white solid compound. -NMR (400 MHz, DMSO-de): <514.80-14.01 (br s, 1H), 9.25 (br s, 1H), 8.50 (br s, 1H), 7.44 (d, J= 8.4 Hz, 2H), 7.32 (d, J= 8 Hz, 2H), 4.47 (d, J= 6 Hz, 2H); 19F -NMR (376 MHz, DMSO-de): <5 - 56.89 ppm. MH+ = 287.2 m/z. These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4928-87-4, its application will become more common. Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF COLORADO, A BODY CORPORATE; NATIONAL JEWISH HEALTH; WEMPE, Michael Fitzpatrick; VAZQUEZ-TORRES, Andres; DAI, Shaodong; (72 pag.)WO2020/41556; (2020); 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. 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

Related Products of 7343-33-1,Some common heterocyclic compound, 7343-33-1, name is 5-Bromo-1H-1,2,4-triazole, molecular formula is C2H2BrN3, 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 dry round bottom flask was charged with potassium phosphate (K3PO4, 7.74 g, 36.5 mmol), CuI (0.165 g, 0.868 mmol), and 3-bromo-1H-1,2,4-triazole (2.83 g, 19.10 mmol). The flask was evacuated/backfilled with N2 (3*). DMF (34.7 ml) was added, followed by trans-(1R,2R)-N,N’-bismethyl-1,2-cyclohexane diamine (0.274 ml, 1.736 mmol) and 1-iodo-4-(trifluoromethoxy)benzene (5 g, 17.36 mmol). The solution was heated to 110¡ã C. After 48 h, the reaction mixture was cooled to RT, diluted with EtOAc and filtered through Celite?. The filtrate was washed with water (100 mL) containing 10 mL 1 M HCl. The organics were separated, and the aqueous phase was further extracted with EtOAc (3*). The organics were combined, dried, and concentrated in vacuo. Purification via flash column chromatography (EtOAc/hexanes) yielded the title compound as a tan solid (1.86 g, 34percent): 1H NMR (400 MHz, CDCl3) delta 8.44 (s, 1H), 7.70 (d, J=8.9 Hz, 2H), 7.38 (d, J=8.5 Hz, 2H); 19F NMR (376 MHz, CDCl3) delta -58.04; EIMS m/z 307 ([M]+).

The synthetic route of 7343-33-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Dow AgroSciences LLC; GIAMPIETRO, Natalie C.; DENT, III, William Hunter; US2014/275565; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 423165-07-5, These common heterocyclic compound, 423165-07-5, name is exo-3-(3-Isopropyl-5-methyl-4H-1,2,4-triazol-4-yl)-8-azabicyclo[3.2.1]octane, 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.

General procedure: To an aqueous solution of active hydrogen containing amide, few drops of aqueous ammonia solution (1 eq.) and secondary amine (1 eq.) were added in drops in an ice-cold solution under constant stirring for dissolution. Aromatic aldehydes dissolved in methanol, added dropwise to the above mixture and stirring was continued for 2 h. The formation of compounds were observed within 30 min. Reaction was monitored by TLC, after completion of reaction, the product was filtered and washed with distilled water and dried at 45-50 C.

Statistics shows that exo-3-(3-Isopropyl-5-methyl-4H-1,2,4-triazol-4-yl)-8-azabicyclo[3.2.1]octane is playing an increasingly important role. we look forward to future research findings about 423165-07-5.

Reference:
Article; Viveka, T. Lakshmi; Sharada, L. Nalanda; Asian Journal of Chemistry; vol. 30; 9; (2018); p. 2029 – 2034;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

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 202931-88-2 as follows. name: 1-Methyl-1H-1,2,3-triazole-5-carbaldehyde

Intermediate 9: Step a (4-Chloro-2-methoxy-3-(4-(trifluoromethyl)benzyl)quinolin-6-yl)(1-methyl-1H-1,2,3-triazol-5-yl)methanol To a flask containing 6-bromo-4-chloro-2-methoxy-3-(4-(trifluoromethyl)benzyl)quinoline (1.45 g, 3.37 mmol, Intermediate 5: step d) was added THF (25 mL) and the solution was cooled to -75 C. n-BuLi (2.5 M in hexanes, 1.3 mL, 3.25 mmol) was then added dropwise. After 2 minutes, 1-methyl-1H-1,2,3-triazole-5-carbaldehyde (580 mg, 5.22 mmol, in 3 mL THF) was introduced. The reaction mixture was allowed to warm to -20 C. over 45 minutes at which time the reaction was quenched with aqueous NH4Cl solution. The aqueous portion was extracted with EtOAc (5*40 mL) and the combined organics were washed with brine, dried over MgSO4, filtered and concentrated to dryness. Chromatography on silica gel (5% CH3CN-DCM increasing to 30% CH3CN+2% MeOH) provided the title compound as an off white amorphous solid.

According to the analysis of related databases, 202931-88-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; LEONARD, KRISTI A.; BARBAY, KENT; EDWARDS, JAMES P.; KREUTTER, KEVIN D.; KUMMER, DAVID A.; MAHAROOF, UMAR; NISHIMURA, RACHEL; URBANSKI, MAUD; VENKATESAN, HARIHARAN; WANG, AIHUA; WOLIN, RONALD L.; WOODS, CRAIG R.; FOURIE, ANNE; XUE, XIAOHUA; CUMMINGS, MAXWELL D.; US2015/105369; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 423165-07-5,Some common heterocyclic compound, 423165-07-5, name is exo-3-(3-Isopropyl-5-methyl-4H-1,2,4-triazol-4-yl)-8-azabicyclo[3.2.1]octane, molecular formula is C13H22N4, 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.

Step 7: 1-acetyl-N-(3-chloro-4-methylphenyl)-N-(3-(3-exo-(3-isopropyl-5-methyl-4-hydro-1,2,4-triazol-4-yl)-8-azabicyclo[3.2.1]oct-8-yl)propyl)-4-piperidinylcarboxamide (compound 11) A solution of 1-acetyl-N-(3-chloro-4-methylphenyl)-N-(3-chloropropyl)-4-piperidinylcarboxamide (185 mg, 0.5 mmol), the product prepared in step 6 (129 mg, 0.55 mmol) and triethylamine (0.21 mL, 1.5 mmol) in acetonitrile (5 mL) was stirred and refluxed for 24 hours, and then vaporized off the solvent, diluted with ethyl acetate, and washed with water and saline respectively. The separated organic phase was dried with sodium sulfate and concentrated under reduced pressure. The concentrate was separated through column chromatography (dichloromethane/methanol=20/1 to 10/1, v/v) to give a yellowish foam-like product (28 mg, yield: 10%). 1HNMR (CDCl3, 300 MHz) delta: 7.36-7.30 (m, 1H), 7.20 (s, 1H), 7.01-6.97 (m, 1H), 4.55-4.48 (m, 1H), 4.30-4.20 (m, 1H), 3.49-3.44 (m, 1H), 3.31 (br-s, 2H), 3.00-2.96 (m, 1H), 2.89-2.79 (m, 1H), 2.43 (s, 3H), 2.48-2.35 (m, 6H), 2.05 (s, 3H), 2.18-1.96 (m, 5H), 1.75-1.62 (m, 12H), 1.38-1.25 (m, 6H);

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route exo-3-(3-Isopropyl-5-methyl-4H-1,2,4-triazol-4-yl)-8-azabicyclo[3.2.1]octane, its application will become more common.

Reference:
Patent; SHANGHAI TARGETDRUG CO., LTD.; SHANGHAI INSTITUTE OF MATERIA MEDICA, CHINESE ACADEMY OF SCIENCES; US2011/251192; (2011); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics