Day: May 26, 2021

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. Recommanded Product: 3,5-Dibromo-1H-1,2,4-triazole

2-(2-bromoethoxy)tetrahydro-2H-pyran (10.0 g, 7.23 ml, 47.8 mmol, Eq: 1.00) and DIPEA (6.18 g, 8.35 ml, 47.8 mmol, Eq: 1.00) were added to a suspension of 3,5-dibromo-lH- l,2,4-triazole (10.9 g, 47.8 mmol, Eq: 1.00) in MeCN (90 ml) and then stirred at 90 C for 20 hr. The reaction mixture was cooled to RT, and concentrated in vacuo. The residue was purified by flash column chromatography over silica gel (eluent: EtOAc/ heptane from 10/90 to 60/40) to yield 3, 5-dibromo-l-(2-tetrahydropyran-2-yloxyethyl)-l, 2, 4-triazole (12.08 g, 33.7 mmol, 70% yield) as a light yellow oil. MS (ES+) m/z 356.0 [(M+H)+],

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.; RATNI, Hasane; CARTER, Jennifer Louise; (54 pag.)WO2020/48904; (2020); A1;,
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 41253-21-8 as follows. COA of Formula: C2H2N3Na

a stirrer after replacement with nitrogen,Add the thermometer and condenser to the reaction bottle1-(4-chlorophenyl)-4,4-dimethyl-3-butanone100g,Trimethyl thionyl chloride 63g,28 g of potassium hydroxide and 100 g of dimethyl sulfoxide (DMSO) and stirred.After 40 C reaction to 1 – (4 – chlorophenyl) – 4,4 – dimethyl -3 – pentanone reaction,Add sodium triazole sodium 60g, react at 120 C,After the reaction, desolvation, add 100 g of methylcyclohexane, and wash with 30 g of water.Layering at 70 C, recrystallization from water at 25 C,After suction filtration, the mixture was dried to obtain 130 g of tebuconazole, the yield was 91%, and the purity was 96%.

According to the analysis of related databases, 41253-21-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Jiangsu Qi Zhou Green Chemical Co., Ltd.; Wu Tianyu; Liu Yuchao; Tao Yachun; Cai Junyi; Wang Hai; (6 pag.)CN109336848; (2019); 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. 60166-43-0, name is 1,4-Dimethyl-1H-1,2,3-triazole, A new synthetic method of this compound is introduced below., COA of Formula: C4H7N3

In a 75 mL pressure vessel equipped with a magnetic stirring bar, was added (5)- 3-bromo-7-chloro-5-((2-fluorophenyl)(tetrahydro-2H-pyran-4-yl)methyl)-5H-pyrrolo[2,3- b:4,5-b’]dipyridine (650 mg, 1.37 mmol), l,4-dimethyl-lH-l,2,3-triazole (199 mg, 2.05 mmol) and NMP (10 mL). Tetramethyl NH4OAC (274 mg, 2.05 mmol) and bis(triphenylphosphine) palladium(II) chloride (67.3 mg, 0.096 mmol) was added. Argon was bubbled into the mixture with sonication for 5 min, then the vessel was capped and placed into a preheated oil bath at 100C. The reaction mixture was stirred overnight. Most of the solvent was removed under a stream of nitrogen while heating for several hours in an oil bath set at 100C. The remaining mixture was taken up in 2 mL of DMF then filtered for purification by preparative HPLC: Column: Waters XBridge CI 8, 19 x 200 mm, 5-muiotatauiota particles; Mobile Phase A: 5:95 methanol: water with lOmM NLUOAc; Mobile Phase B: 95:5 methanol: water with lOmM NHtOAc; Gradient: 10-80% B over 30 min, then a 5-min hold at 100% B; Flow: 20 mL/min. Fractions containing the desired product were combined and dried via centrifugal evaporation to give 4.7 mg (0.6%) of the title compound with an average purity by LC/MS analysis was >99%. Two analytical LC/MS injections were used to determine the final purity. Injection 1 conditions: Column: Waters BEH C18, 2.0 x 50 mm, 1.7um particles; Mobile Phase A: 5:95 ACN:water with 10 mM NH4OAc; Mobile Phase B: 95:5 ACN:water with 10 mM NH4OAc; Temperature: 50C; Gradient: 0%B, 0-100% B over 3 min, then a 0.5-min hold at 100% B; Flow: 1 mL/min; Detection: UV at 220 nm. Rt= 1.50 min; LC/MS (M+H) = 552.5. Injection 2 conditions: Column: Waters BEH C18, 2.0 x 50 mm, 1.7-mupiiota particles; Mobile Phase A: 5:95 methanol: water with 10 mM NFL Ac; Mobile Phase B: 95:5 methanol: water with 10 mM NH4OAc; Temperature: 50C; Gradient: 0%B, 0-100% B over 3 min, then a 0.5-min hold at 100% B; Flow: 0.5 mL/min; Detection: UV at 220 nm. Rt= 2.51 min; LC/MS (M+H) = 552.5. NMR (500MHz, DMSO-c e) delta 8.81 (d, J=8.1 Hz, 1H), 8.68 (s, 1H), 8.46 (br. s., 1H), 8.20 (br. s., 1H), 7.71 (d, J=8.1 Hz, 1H), 7.34 (d, J=5.5 Hz, 1H), 7.29 (d, J=7.7 Hz, 1H), 7.17 – 7.04 (m, 1H), 6.36 (br. s., 1H), 4.34 (br. s., 3H), 4.00 (br. s., 3H), 3.93 – 3.83 (m, 1H), 3.72 (d, J=9.5 Hz, 1H), 3.47 – 3.38 (m, 4H), 3.27 – 3.15 (m, 1H), 2.29 (br. s., 3H), 1.72 (d, J=11.7 Hz, 1H), 1.58 – 1.42 (m, 1H), 1.33 (d, J=12.1 Hz, 1H), 0.98 (d, J=13.2 Hz, 1H). LC/MS (M+H) = 552.5; HPLC conditions: Rt= 2.57 min (Phenomenex LUNA C18 2 x 50 mm (4 min grad) eluting with 5-95% aq ACN containing lOmM NH4OAC, 0.8 mL/min, monitoring at 254 nm); Temperature: 40C).

The synthetic route of 60166-43-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; NORRIS, Derek J.; VACCARO, Wayne; DEBENEDETTO, Mikkel V.; DEGNAN, Andrew P.; DELUCCA, George V.; DESKUS, Jeffrey A.; HAN, Wen-Ching; KUMI, Godwin Kwame; SCHMITZ, William D.; STARRETT, John E., JR.; HILL, Matthew D.; HUANG, Hong; (563 pag.)WO2016/183118; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 16681-70-2, These common heterocyclic compound, 16681-70-2, name is 1H-[1,2,3]Triazole-4-carboxylic acid, 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.

[0752] Compound 1 (4 mg, 50 f.tmol) was dissolved inMeCN (1 mL) and dry 4N HCI in dioxane (0.5 mL). Themixture was stirred for 1 0 minutes and then concentratedunder reduced pressure to yield Compound 2, which wascarried to the next step without purification

The synthetic route of 16681-70-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THERAVANCE BIOPHARMA R&D IP, LLC; Fleury, Melissa; Beausoliel, Anne-Marie; Hughes, Adam D.; Long, Daniel D.; Wilton, Donna A.A.; US2015/210690; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 41253-21-8, The chemical industry reduces the impact on the environment during synthesis 41253-21-8, name is Sodium 1,2,4-triazol-1-ide, I believe this compound will play a more active role in future production and life.

To a solution of 2,4-difluorobenzonitrile (10 g, 72 mmol) dissolved in THF (20 mL), and DMF (40 mL) was added 1,2,4-triazole sodium derivative (6.3 g, 70 mmol) and the mixture was stirred at 90 C. for 3 h, filtered and concentrated. The residue was adsorbed onto Silica gel and purified by flash chromatography eluting with 0%-10%-30% EtOAc/hexanes to give intermediate 1 as colorless needles (2.46 g, 18%) and intermediate 2 was obtained as a white solid (0.7455 g, 6%). Intermediate 1 4-Fluoro-2-(1H-1,2,4-triazol-1-yl)benzonitrile: 1H NMR (500 MHz, CDCl3) delta: 8.89 (1H, s), 8.19 (1H, s), 7.85 (1H, dd, J=8.7, 5.6 Hz), 7.60 (1H, dd, J=8.8, 2.4 Hz), 7.28-7.24 (1H, m). LCMS (M+H) calcd for C9H6N4F: 189.05. found: 189.13. Intermediate 2 4-(1H-1,2,4-triazol-1-yl)-2-fluorobenzonitrile: 1H NMR (500 MHz, CDCl3) delta: 8.66 (1H, s), 8.15 (1H, s), 7.79 (1H, dd, J=8.5, 6.7 Hz), 7.69 (1H, dd, J=9.5, 1.8 Hz), 7.65-7.63 (1H, m). LCMS (M+H) calcd for C9H6N4F: 189.05. found: 189.13.

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, Sodium 1,2,4-triazol-1-ide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Bristol-Myers Squibb Company; US2007/112190; (2007); 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. 81606-79-3, name is 2-(1,2,4-Triazol-1-yl)acetonitrile, A new synthetic method of this compound is introduced below., Quality Control of 2-(1,2,4-Triazol-1-yl)acetonitrile

Preparation 148 N-hydroxy-2-(1H-1,2,4-triazol-1-yl)ethanimidamide Method as for preparation 1 using 2-(1H-1,2,4-triazol-1-yl)acetonitrile (J.Org.Chem. USSR, 18; 2; 1982; 407) (2.16 g, 20 mmol) as starting material. The crystalline precipitate was filtered off and washed with cold MeOH and Et2O to afford the title compound (2.37 g)

The synthetic route of 81606-79-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Datta, Usa; US2002/151535; (2002); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route 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.

A mixture of 3,5-dibromo-1H-1,2,4-triazole (15.5 g, 0.068 mol) andNaHCO3 (6.8 g, 0.082 mol) in DMF (150 mL) was slowly treatedwith 1,2-dibromoethane (26.0 g, 0.137 mol). The mixture was stirredfor overnight at 55 C. Then, the reaction was quenched with water(20 mL) and extracted by EtOAc (60 mL × 2). The organic layer waswashed with brine (40 mL × 2), dried over Na2SO4 and concentrated invacuo. The residue was purified by silica gel column chromatographyto provide compound 20 as: White solid; m.p. 47-48 C; yield 15.5 g(68%); 1H NMR (400 MHz, CDCl3): delta 4.52 (t, J = 6.3 Hz, 2H), 3.72(t, J = 6.3 Hz, 2H); 13C NMR (125 MHz, CDCl3): delta 142.03, 131.66,51.96, 29.10; MS (EI) m/z: 331 (M+). HRMS (EI) m/z calcd forC4H4Br3N3(M+): 330.7955; found: 330.7960.

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; Zheng, Yazhou; Qian, Anran; Ling, Chenyu; Cao, Xufeng; Cui, Yongmei; Yang, Yushe; Journal of Chemical Research; vol. 41; 4; (2017); p. 241 – 245;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

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. 7343-33-1, name is 5-Bromo-1H-1,2,4-triazole, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C2H2BrN3

5-Bromo-l-(4-methoxy-benzyl)-lH-[l,2 4]triazole In a 100 mL round-bottomed flask, 3-bromo-lH-l,2,4-triazole (3 g, 20.3 mmol, Eq: 1.00), 1- (chloromethyl)-4-methoxybenzene (3.18 g, 20.3 mmol, Eq: 1) and N-ethyl-N-isopropylpropan-2- amine (5.24 g, 40.6 mmol, Eq: 2) were combined with acetonitrile (101 ml) to give a light yellow solution. Potassium iodide (1.68 g, 10.1 mmol, Eq: 0.5) was added. The mixture was heated to reflux for 2 hours. The mixture was cooled down and poured into water (50 mL) and extracted with EtOAc (3×50 mL), the combined extracts were washed with water (50 mL) and brine (50 mL), dried over anhydrous Na2S04, concentrate to afford the crude product. Purify the compound by column chromatography (hexanes/ EtOAc = 70/30) to afford the oil 1.1 g (20percent).

According to the analysis of related databases, 7343-33-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; DING, Qingjie; JIANG, Nan; WEIKERT, Robert James; WO2014/135472; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 4928-87-4, A common heterocyclic compound, 4928-87-4, name is 1,2,4-Triazole-3-carboxylic acid, molecular formula is C3H3N3O2, 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.

To an ice-cold solution of CLB (0.21 g, 1.0 mmol) in DMF (1.2 mL), TCA (0.14 g, 1.2 mmol), iPr2NEt (0.52 mL, 3.0 mmol) and bromotripyrrolidinophosphonium hexafluorophosphate (PyBrOP) (0.67 g, 1.44 mmol) were added sequentially. The reaction mixture was stirred at ambient temperature for 2 h and then diluted with EtOAc. The organic phase was washed twice with a 5% aq solution of NaHCO3 and thrice with H2O, dried over Na2SO4 and evaporated to dryness to afford an oily residue. Conjugate 8 was purified with FCC. Yield: 0.25 g (80%); white foam; Rf (CHCl3/MeOH 8:2): 0.26; IR (KBr, cm-1): 3122, 3028, 2927, 2840, 1655, 1541, 1426, 1334, 1256, 1062, 807, 739; MS (ESI, 30 eV): m/z 637.19 [2 M+Na], 346.33 [M+K], 330.39 [M+Na], 308.41 [M+H]; HRMS (m/z): [M+H]+ calcd for C12H14N5O5, 308.0995. Found: 308.0948; 1H NMR (d6-DMSO, 40 C): delta 8.40 (s, 1H), 8.13 (d, J = 8.8 Hz, 2H), 7.68 (d, J = 9.2 Hz, 1H), 7.62 (d, J = 8.8 Hz, 2H), 7.61 (s, 1H), 7.00 and 6.99 (two s, 2H), 5.13 (d, J = 2.4 Hz, 1H), 4.22-4.15 (ddt, J = 2.4, 7.6 and 9.2 Hz, 1H), 3.66 (1H, dd, J = 7.6 and 10.8 Hz), 3.52 (1H, dd, J = 7.6 and 10.8 Hz); 13C NMR (d6-DMSO): delta 172.6, 158.1, 152.0, 146.9, 135.6, 127.6 (2C), 123.5 (2C), 69.4, 61.0, 56.7.

The synthetic route of 4928-87-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Magoulas, George E.; Kostopoulou, Ourania N.; Garnelis, Thomas; Athanassopoulos, Constantinos M.; Kournoutou, Georgia G.; Leotsinidis, Michael; Dinos, George P.; Papaioannou, Dionissios; Kalpaxis, Dimitrios L.; Bioorganic and Medicinal Chemistry; vol. 23; 13; (2015); p. 3163 – 3174;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

These common heterocyclic compound, 1001401-62-2, name is 2-(2H-1,2,3-Triazol-2-yl)benzoic acid, 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. Quality Control of 2-(2H-1,2,3-Triazol-2-yl)benzoic acid

Step C: (2-(2H-1,2,3-triazol-2-yl)phenyl)((1S,4S,6R)-6-((5-(trifluoromethyl)pyridin-2-yl)amino)-2-azabicyclo[2.2.1]heptan-2-yl)methanone To the title compound of step B (30 mg) and intermediate A-1 (19 mg, 0.10 mmol) in DMF (1 mL) was added DIPEA (94 muL, 0.55 mmol) and HATU (38 mg, 0.10 mmol), and the reaction mixture was stirred at room temperature for 1 h. The reaction was quenched by the addition of H2O and the aqueous layer was extracted with 4:1 EtOAc/hexanes (3*). The combined organics were washed with H2O, 5% aqueous LiCl, brine, dried with Na2SO4, filtered, and concentrated. Purification via silica gel chromatography (25-100% EtOAc (with 10% MeOH) in hexanes) gave the title compound (20 mg). MS (ESI) mass calcd. C21H19F3N6O, 428.2; m/z found 429.1 [M+H]+. 1H NMR (400 MHz, DMSO-d6, Compound presents as a mixture of rotamers, major rotamer reported) delta 8.10 (s, 2H), 7.94-7.77 (m, 1H), 7.70 (d, J=8.1 Hz, 1H), 7.67-7.49 (m, 2H), 7.28 (td, J=7.7, 1.5 Hz, 1H), 6.96-6.82 (m, 1H), 6.77-6.56 (m, 2H), 3.96 (br. s, 1H), 3.64 (br. s, 1H), 3.33-3.25 (m, 1H), 3.23-3.14 (m, 1H), 2.15-2.00 (m, 1H), 1.44-1.33 (m, 1H), 1.23-1.03 (m, 2H), *1H buried under DMSO-d6 peak.

The synthetic route of 2-(2H-1,2,3-Triazol-2-yl)benzoic acid has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Janssen Pharmaceutica NV; GELIN, Christine F.; LEBOLD, Terry P.; SHIREMAN, Brock T.; US2014/275118; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics