Day: May 11, 2021

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., Product Details of 288-88-0

First, 3.8 g of 1,2,4-triazole were dissolved in 8 ml of NMP at 2O0C. Then,2.2 g of NaOH and 22 ml of NMP were added in portions over 1 hour, maintaining the temperature at less than 350C. The solution was stirred for 2 hours at 20C, and 7.8 g of Na2SO4 were then added. After filtration of the solid, the resulting solution was transferred to a dropping funnel, and added over 75 minutes to a solution of 14 g of crude l,3-benzenediacetonitrile-5-(bromomethyl)-alpha,alpha,alpha’,alpha’ tetramethyl (having a purity of 81.8%, containing: 3,5-bis(2-cyanoisopropyl)toluene 4.0%, l,l-dibromo-3,5-bis(2- cyanoisopropyl)toluene 10.7%, and other impurities 3.5% ) in 20 ml of NMP, cooled to -3O0C. At the end of the addition, the suspension was stirred at -300C for 18 hours, and monitored via HPLC. When the concentration of starting material is less than 0.5 percent, an amount of acetic acid sufficient to give a pH of about 6.5 to about 7.0 is added (an HPLC analysis of the crude reaction mixture showed: residual starting material 0.4%, Anastrozole 68.9%, Isoanastrozole 5.5%, 3,5-bis (2-cyanoisopropyl)toluene 7.5%, 1,1-dibromomethyl- 3,5-bis(2-cyanoisopropyl)benzene, and 15.4%, and other impurities 2.3%.). The mixture is then allowed to warm slowly to 200C, filtered, and 37 ml of toluene, 75 ml of heptane, and 37 ml of water are added. The biphasic system is stirred vigorously for 30 minutes, and the organic layer is then separated. Water, toluene, and heptane in amounts of 25 ml, 25 ml, and 50 ml, respectively, are added to the aqueous phase, and the system is stirred for 30 minutes before the organic phase is separated. Then, 10 ml of toluene and 20 ml of heptane are added to the aqueous phase, and the system is stirred for 30 minutes before the organic phase is separated. Toluene and water, 99 ml and 400 ml, respectively, are added to the aqueous phase, and the resulting biphasic system is stirred for 1 hour. The organic layer is separated and washed 3 times with a mixture of MeOH and water (3 ml and 21 ml, respectively). The final organic phase is concentrated to 45 ml under reduced pressure at 400C, and 45 ml of heptane are added dropwise over 1 hour. The resulting suspension is cooled to 00C, stirred for 1 hour, and filtered. The crude solid is dissolved in toluene (40 ml) at 4O0C, and heptane (40 ml) is slowly added under stirring. The suspension is cooled to 00C, stirred for 1 hour, EPO and filtered. The solid is driejd at 55C under reduced pressure until constant weight is achieved, yielding 5.8 g of product with a purity as follows: Anastrozole 98.45%, Isoanastrozole 0.09%, 3,5-bis (2-cyanoisopropyl)toluene 0.06%, l-bromo-3,5-bis (2- cyanoisopropyl)toluene 0.11%, l,l-dibromo-3,5-bis(2-cyanoisopropyl)toluene 0.07%, other impurities 1.22% are by HPLC.

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; SICOR, INC.; WO2006/108155; (2006); A2;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 184177-83-1, These common heterocyclic compound, 184177-83-1, name is 1-((2S,3S)-2-(Benzyloxy)pentan-3-yl)-4-(4-(4-(4-hydroxyphenyl)piperazin-1-yl)phenyl)-1H-1,2,4-triazol-5(4H)-one, 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.

2-[(l S2S)-l-Ethyl-2-benzyloxypropyl]-2,4-dihydro-4-[4-[4-(4-hydroxyphenyl)-l- piperozinyl] phenyl]-3H-l,2,4-triazol-3-one (1 kg) was added to the Flask along with Dimethylsulfoxide (8 lit) at room temperature and stirred for 15 min. Solution of Sodium hydroxide (0.15 kg) in Water (0.3 lit) was added at same temperature and maintained for 1 hr. ((3S,5R)-5-((lH-l,2,4-triazol-l-yl)methyl)-5-(2,4- difluorophenyl)-tetrahydrofuran-3-yl)methyl-4-methylbenzene sulfonate (1.2 kg) was added and maintained for 4-5 hrs. Water (10 lit) was added to the reaction mixture and stirred for 15 min. Ethyl acetate (7.5 lit) was added and stirred for 15 min. Aqueous layer and Ethyl acetate layer were separated and aqueous layer was extracted with Ethyl acetate (3 lit). Aqueous layer and Ethyl acetate layer were separated and total aqueous layer was washed with Water (5 lit) and stirred for 15 min. Aqueous layer and Ethyl acetate layer were separated and Ethyl acetate layer was washed with brine solution. Aqueous layer and Ethyl acetate layer were separated and Ethyl acetate layer was dried over Sodium sulfate and distilled under vacuum at below 50C. The resultant crude was treated with Isopropyl alcohol (10 lit) and heated to 75-80C, maintained for material dissolved and treated with activated Carbon (0.05 kg) and maintained for 1 hr. The material was filtered through the Hyflow bed and washed with Isopropyl alcohol (1 lit). The resultant mass was cooled to room temperature, maintained for 2 hrs, filtered the solid and washed with Isopropyl alcohol (1 lit). Yield: 1.3Kg; HPLC: 98.6%.

The synthetic route of 184177-83-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; METROCHEM API PVT LTD.; NANDEPU, Venkateswara Rao; BIJJULA, Venkata krishna Reddy; BATHINA, Satyanarayana; (44 pag.)WO2019/77627; (2019); 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 61-82-5 as follows. name: 1H-1,2,4-Triazol-5-amine

General procedure: A mixture of aldehyde (1.0 mmol), dimedone (1.0 mmol),1H-1,2,4-triazol-3-amine (1.0 mmol) and nano-AlPO4(SO3H) (0.1 g) was stirred in the acetonitrile (4.0 mL)at 50 C for an appropriate time. After the completion of thereaction as indicated by TLC, dichloromethane was addedto the solidified mixture and the insoluble catalyst was separatedby centrifugation. Evaporation of the solvent from thefiltrate and recrystallization of the solid residue from hot ethanolafforded the pure products in good to excellent yields

According to the analysis of related databases, 61-82-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Sharghi, Hashem; Aboonajmi, Jasem; Aberi, Mahdi; Shiri, Pezhman; Journal of the Iranian Chemical Society; vol. 15; 5; (2018); p. 1107 – 1118;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 7170-01-6, name is 3-Methyl-1H-1,2,4-triazole, molecular formula is C3H5N3, 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: C3H5N3

Step 212.1: To a solution of 3-methyl-1H-1,2,4-triazole (1 g) in MeCN (40 mL) was added Cs2CO3 (3.72 g) followed by benzyl bromoacetate (1.89 mL). The reaction mixture was stirred at RT for 1 h and evaporated to dryness. The residue was taken up in EA and washed with water, sat. NH4Cl and brine. The aq. layers were extracted with EA, the combined org. layers were dried (MgSO4), filtered off and evaporated in vacuo. The residue was purified by CC (Biotage, SNAP 100 g cartridge, solvent A: DCM; solvent B: DCM/MeOH 8/2; gradient in % B: 15 for 12CV, 15 to 25 over 2CV, 25 for 3CV) to afford 2.23 g of oil. The oil was purified by preparative chiral HPLC (II) to afford the two regioisomers, both as mixture of benzyl and ethyl ester that formed during the evaporation of the fractions after HPLC purification. The second eluting compound also contains the methyl ester analog due to the addition of MeOH to the fractions before evaporation. [0921] First eluting compound: (5-Methyl-[1,2,4]triazol-1-yl)-acetic acid benzyl ester (1.07 g, brown oil, contains 16% of the ethyl ester analog). LC-MS (B): tR=0.68 min; [M+H]+: 232.16. 1H-NMR (CDCl3): 7.83 (s, 1H); 7.40-7.33 (m, 5H); 5.23 (s, 2H); 4.93 (s, 2H); 2.43 (s, 3H). Roesy signal seen between CH2 at 4.93 ppm and CH3 at 2.43 ppm. [0922] Second eluting compound: (3-Methyl-[1,2,4]triazol-1-yl)-acetic acid benzyl ester (1.15 g, yellow oil, contains 30% of the ethyl ester and 20% of the methyl ester analogs). LC-MS (B): tR=0.67 min; [M+H]+: 232.16. 1H-NMR (CDCl3): 8.05 (s, 1H); 7.40-7.30 (m, 5H); 5.23 (s, 0.95H, CH2 of benzyl ester); 4.93-4.88 (3s, 2H); 4.27 (q, 0.58H, CH2 of ethyl ester); 3.81 (s, 0.65H, CH3 of methyl ester); 2.42 (s, 3H). Roesy signal seen between CH at 8.05 ppm and CH2 at 4.93-4.88 ppm.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 7170-01-6, its application will become more common.

Reference:
Patent; Caroff, Eva; Keller, Marcel; Kimmerlin, Thierry; Meyer, Emmanuel; US2014/371204; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 81606-79-3, 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. 81606-79-3, name is 2-(1,2,4-Triazol-1-yl)acetonitrile belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below.

Following the procedure in Example 8 and substituting N-((2S,3R)-l-(((S)-3-(3- formylphenoxy)- 1 -((4-methylbenzyl)amino)- 1 -oxopropan-2-yl)amino)-3-hydroxy- 1 -oxobutan-2- yl)-5-methylisoxazole-3-carboxamide for N-((2S,3R)- 1 -(((S)- 1 -((2-fluoro-4- methylbenzyl)amino)-3-(3-formylphenoxy)-l-oxopropan-2-yl)amino)-3-hydroxy- l-oxobutan-2- yl)-5-methylisoxazole-3-carboxamide afforded the title compound. LC-MS (ES, m/z): 613 [M+H].

The synthetic route of 2-(1,2,4-Triazol-1-yl)acetonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRAMELD Kenneth; OWENS Timothy; WO2015/195950; A1; (2015);,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 61-82-5, name is 1H-1,2,4-Triazol-5-amine, 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 61-82-5, Safety of 1H-1,2,4-Triazol-5-amine

General procedure: A mixture of aldehyde (1.0 mmol), dimedone (1.0 mmol),1H-1,2,4-triazol-3-amine (1.0 mmol) and nano-AlPO4(SO3H) (0.1 g) was stirred in the acetonitrile (4.0 mL)at 50 C for an appropriate time. After the completion of thereaction as indicated by TLC, dichloromethane was addedto the solidified mixture and the insoluble catalyst was separatedby centrifugation. Evaporation of the solvent from thefiltrate and recrystallization of the solid residue from hot ethanolafforded the pure products in good to excellent yields

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; Sharghi, Hashem; Aboonajmi, Jasem; Aberi, Mahdi; Shiri, Pezhman; Journal of the Iranian Chemical Society; vol. 15; 5; (2018); p. 1107 – 1118;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 4928-87-4, 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. 4928-87-4, name is 1,2,4-Triazole-3-carboxylic acid belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To prepare the nanoparticles of 1, 50 ml solution of lead(II) nitrate(0.01 M) in water was positioned in a high-density ultrasonic probe, operating at 50 Hz with a maximum power output of 305 W. Into this aqueous solution a 50 ml solution of the ligand 1H-1,2,4-triazole-3-carboxylic acid (0.01 M) and sodium hydroxide (0.01 M) and potassium bromide (0.01 M) were added dropwise.The obtained precipitates were filtered off, washed withwater and then dried in air.

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, 1,2,4-Triazole-3-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Safarifard, Vahid; Morsali, Ali; Inorganica Chimica Acta; vol. 405; (2013); p. 203 – 208;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 1001401-62-2,Some common heterocyclic compound, 1001401-62-2, name is 2-(2H-1,2,3-Triazol-2-yl)benzoic acid, molecular formula is C9H7N3O2, 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.

Asolution of 2- (2H-1, 2, 3-triazol-2-yl) benzoic acid (6.8 g, 36 mmol) in SOCl2(30 mL) was stirred at RT for 30 mins. The solvent was removed in vacuo. To asolution of the product from Step 2 (6.0 g, 36 mmol) in dry toluene (50 mL) wasadded 1 N aqueous NaOH (73 mL, 0.073 mol) at 0 and asolution of the above residue in toluene (30 mL) dropwise . The resultingmixture was stirred at RT overnight and extracted with EtOAc (100 mL x 3) . Thecombined organic layers were washed with brine, dried over Na2SO4,filtered, and concentrated in vacuo to give the title compound as an oil, whichwas used without further purification. LRMS m/z (M+H) 508.1 found, 508.2required

The synthetic route of 1001401-62-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; LIVERTON, Nigel; KUDUK, Scott D.; LUO, Yunfu; (47 pag.)WO2016/65587; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 22300-52-3, A common heterocyclic compound, 22300-52-3, name is 4,5-Dibromo-2H-1,2,3-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.

4,5-dibromo-2-methyl-2H-l,2,3-triazole. Iodomethane (19.0 g, 133.8 mmol) was added to a solution of 4,5-dibromo-2H-l,2,3-triazole (15.0 g, 66.7 mmol) and potassium carbonate (18.1 g, 131.2 mmol) in N,N-dimethylformamide (100 mL) at -10¡ãC. The mixture was warmed to room temperature and stirred for 12 hours. The reaction mixture was concentrated to give a residue. The residue was dissolved in ethyl acetate (200 mL), washed by brine (50 mL x 3), dried over anhydrous sodium sulfate and then filtered. The filtrate was concentrated and the residue was purified by column chramtography (silica gel, dichloromethane/methanol = 15 : 1) to afford 4,5-dibromo-2-methyl-2H-l,2,3-triazole as a white solid (5.9, 36.9 percent).

The synthetic route of 22300-52-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CONSTELLATION PHARMACEUTICALS, INC.; ALBRECHT, Brian, K.; GEHLING, Victor, S.; HEWITT, Michael, C.; TAYLOR, Alexander, M.; HARMANGE, Jean-Christophe; WO2012/151512; (2012); A2;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 7411-23-6, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 7411-23-6 name is 3,5-Dibromo-1H-1,2,4-triazole, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Sodium tert-butoxide (372 mg, 3.9mmol) was added to a solution of 3,5-dibromo-1H-1,2,4-triazole (800 mg, 3.53 mmol) in DMF (5 mL), and stirred at RT for 15 minutes. bromoethane (422 mg, 3.9 mmol) was added dropwise and the reaction heated to 50 C for 2 h. The reaction was quenched with water (50 mL) and extracted with diethyl ether (3 ¡Á 10 mL). The organics were washed with brine and dried over sodium sulfate and reduced in vacuo to give 3,5-dibromo-1-ethyl-1,2,4-triazole (663 mg, 2.6 mmol, 74% yield) as a colourless oil.1H NMR (400 MHz, CDCl3) delta 4.19 (q, J = 7.3 Hz, 2H), 1.47 (t, J = 7.2 Hz, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3,5-Dibromo-1H-1,2,4-triazole, and friends who are interested can also refer to it.

Reference:
Patent; REDX PHARMA PLC; JONES, Clifford, D.; BUNYARD, Peter; PITT, Gary; BYRNE, Liam; PESNOT, Thomas; GUISOT, Nicolas, E.S.; (318 pag.)WO2019/145729; (2019); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics