Month: September 2021

Application of 81606-79-3, New Advances in Chemical Research in 2021. Chemo-enzymatic cascade processes are invaluable due to their ability to rapidly construct high-value products from available feedstock chemicals in a one-pot relay manner. 81606-79-3, name is 2-(1,2,4-Triazol-1-yl)acetonitrile, molecular formula is C4H4N4, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

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].

Therefore, this conceptually novel strategy might open impressive avenues to establish green and sustainable chemistry platforms.In my other articles, you can also check out more blogs about 2-(1,2,4-Triazol-1-yl)acetonitrile.

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

New discoveries in chemical research and development in 2021. The transformation of simple hydrocarbons into more complex and valuable products via catalytic C–H bond functionalisation has revolutionised modern synthetic chemistry. 1533519-84-4, name is 4-(4-Cyclopropylnaphthalen-1-yl)-1H-1,2,4-triazole-5(4H)-thione belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C15H13N3S

Example 10. Preparation of phenyl 2-((4-(4-cyclopropylnaphthalen-l-yl)-4H-l,2,4-triazol-3-yl)thio)acetate [075] To a round bottom flask added 4-(4-cyclopropyl-l-yl)-4H-l,2,4-triazole-3-thiophenol (40.0 g), acetone (600 mL) and triethylamine (16.6 g) to form a mixture at room temperature, after stirred for 20 min, the mixture was cooled to 0C, then was added drop wise a solution of phenyl chloroacetate in isopropanol (33.8 g of phenyl chloroacetate was dissolved in 200 mL of acetone), during the addiction the mixture was maintained at about 0C, after the addition, the mixture was warm to 20C, after stirred for about 2 hours, the reaction was complete, filtered, and the filter cake was washed with acetone (100 mL), after filtration, the filter cake was added purified water (700 mL) to give a slurry, the slurry was stirred for 1 hour, then the purified water was removed by vacuum filtration, the filter cake was dried in vacuum at about 50C for about 24 hours to obtain phenyl 2-((4-(4-cyclopropylnaphthalen-l-yl)-4H-l,2,4-triazol-3-yl)thio)acetate, yield 90% the HPLC purity(area) 99.2%.

I hope this article can help some friends in scientific research. I am very proud of our efforts over the past few months and hope to 4-(4-Cyclopropylnaphthalen-1-yl)-1H-1,2,4-triazole-5(4H)-thione help many people in the next few years.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; CHEN, Weiqiang; LUO, Jian; LIU, Lixue; FAN, Yuping; WO2014/198241; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 4320-91-6, New Advances in Chemical Research in 2021. The prevalence of solvent effects in heterogeneous catalysis in condensed media has motivated developing quantitative kinetic,A common heterocyclic compound, 4320-91-6, name is 2H-1,2,3-Triazole-2-acetic acid, molecular formula is C4H5N3O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

Preparation 20: N-(4-Chlorophenyl)-2-(2H-1,2,3-triazol-2-yl)acetamide. A mixture of the product of preparation 19 (5.2 g, 41 mmol), 4-chIoroaniline (5.2 g, 41 mmol), 4- methylmorpholine (12.4 g, 123 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (8.65 g, 45 mmol) and 1-hydroxybenzotriazole hydrate (6.08 g, 45 mmol) in dichloromethane (200 ml) was stirred at room temperature for 18 hours. It was then diluted with dichloromethane (150 ml) and washed with brine (2 x 100 ml). The organic layer was concentrated in vacuo affording a brown solid. This solid was washed with isopropyl alcohol (50 ml) to afford a first crop of title compound as a white solid. The aqueous brine washing was then re-extracted with dichloromethane (2 x 100 ml) and the organic solution was concentrated in vacuo to afford further title compound, providing a total of yield 65%, 6.25 g. 1HNMR(400MHz, CDCI3) delta: 5.24(s, 2H), 7.22(d, 2H), 7.40(d, 2H), 7.78(s, 2H) 8.05(bs, 1H); LRMS APCI m/z 259 [M+Na]+.

The potential utility of systematic synthetic strategy will be applicable to efficient generations of chemical libraries of compounds to find ‘hit’ molecules.Read on for other articles about 2H-1,2,3-Triazole-2-acetic acid, hurry up and to see.

Reference:
Patent; PFIZER LIMITED; WO2006/123242; (2006); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 63666-11-5, New Advances in Chemical Research in 2021. As an important bridge between the micro and macro material world, chemistry is one of the main methods and means for humans to understand and transform the material world. 63666-11-5, name is Ethyl 5-amino-4H-[1,2,4]triazole-3-carboxylate, molecular formula is C5H8N4O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

Example 19A (rac)-Diethyl 7-(4-cyanophenyl)-5-methyl-4,7-dihydro[1,2,4]triazolo[1,5-a]pyrimidine-2,6-dicarboxylate Under an atmosphere of argon, ethyl 3-amino-1H-1,2,4-triazole-5-carboxylate (700 mg, 4.4 mmol) and ethyl 2-(4-cyanobenzylidene)-3-oxobutanoate (1.18 g, 4.9 mmol, 1.1 eq.) were dissolved in DMF (5 ml), and solid sodium bicarbonate (1.86 g, 22.1 mmol, 5 eq.) was added. The mixture was stirred at 55 C. for 6 h. The mixture was then filtered, and the DMF from the filtrate was distilled off under reduced pressure. The residue was purified by preparative HPLC (Gromsil C18 column, 30*250 mm; mobile phase: acetonitrile-water-0.1% TFA). After lyophilization, the product was obtained as a solid (1.3 g, 80% of theory). LC-MS (Method 3): Rt=3.07 min; MS (ESIpos): m/z (%)=382.3 (100) [M+H]+; MS (ESIneg): m/z (%)=380.2 (100) [M-H]-. 1H-NMR (400 MHz, DMSO-d6): delta=1.0 (t, 3H), 1.25 (t, 3H), 2.45 (s, 3H), 3.95 (m, 2H), 4.25 (m, 2H), 6.45 (s, 1H), 7.5 (m, 2H), 7.8 (m, 2H), 11.1 (s, 1H).

Therefore, this conceptually novel strategy might open impressive avenues to establish green and sustainable chemistry platforms.In my other articles, you can also check out more blogs about Ethyl 5-amino-4H-[1,2,4]triazole-3-carboxylate.

Reference:
Patent; BAYER SCHERING PHARMA AKTIENGESELLSCHAFT; US2012/4203; (2012); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 584-13-4, New Advances in Chemical Research in 2021. The prevalence of solvent effects in heterogeneous catalysis in condensed media has motivated developing quantitative kinetic,A common heterocyclic compound, 584-13-4, name is 4H-1,2,4-Triazol-4-amine, molecular formula is C2H4N4, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

General procedure: In a typical procedure, 3-arylimino-1,2,4-triazoles and 4-arylimino-1,2,4-triazoles 1-25 were synthesized by mixing 3-amino-1,2,4-triazole or 4-amino-1,2,4-triazole (2 mmol), substituted benzaldehydes (2 mmol) and H2SO4 (2 mL) in ethanol (15 mL). The mixtures were refluxed for 4-10 h, while progress of the reaction was monitored through thin layer chromatography. When reaction was completed, solvent was evaporated on a rotary evaporator under reduced pressure and residue was washed with hot hexane. Resulting compounds were crystallized by ethanol to give title compounds in moderate to good yields.

I am very proud of our efforts over the past few months and hope to 4H-1,2,4-Triazol-4-amine help many people in the next few years.

Reference:
Article; Khan, Khalid Mohammed; Siddiqui, Salman; Saleem, Muhammad; Taha, Muhammad; Saad, Syed Muhammad; Perveen, Shahnaz; Choudhary, M. Iqbal; Bioorganic and Medicinal Chemistry; vol. 22; 22; (2014); p. 6509 – 6514;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Research speed reading in 2021. Redox catalysis has been broadly utilized in electrochemical synthesis due to its kinetic advantages over direct electrolysis. 288-36-8, name is 1H-1,2,3-Triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 1H-1,2,3-Triazole

Step 1) Synthesis of 5-methyl-2- (2H-1, 2, 3-triazol-2-yl) benzoic acid To a solution of N, N-dimethylformamide (30 mL) were added sequentially 2H-1, 2, 3-triazole (3.45 g, 50 mmol) , 2-iodo-5-methyl benzoic acid (5.24 g, 20 mmol) , cesium carbonate (11.72 g, 36 mmol) , trans-N, N’-dimethyl-1, 2-cyclohexanediamine (0.51 g, 3.6 mmol) and cuprous iodide (0.38 g, 2 mmol) . The reaction was heated to 100 ? under N2. After reaction for 4 hours, the reaction mixture was cooled to rt, diluted with water (60 mL) and extracted with ethyl acetate (200 mL × 2) . The aqueous layer was acidified to pH 1 to 2 with concentrated hydrochloric acid, and then extracted with ethyl acetate (200 mL × 2) . The combined organic layers were dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated in vacuo and the residue was purified by silica gel column chromatography (DCM/methanol (v/v) =50/1) to give the title compound as a yellow solid (2.76 g, 68 %) .MS (ESI, neg. ion) m/z: 202.1 [M-H] -;1H NMR (CD3OD, 600 MHz) d (ppm) : 7.88 (s, 2H) , 7.66 (d, 1H) , 7.59 (d, J= 8.2 Hz, 1H) , 7.50-7.48 (dd, J = 8.1 Hz, 1.1 Hz, 1H) , 2.45 (s, 3H) ; and13C NMR (CD3OD, 151 MHz) d (ppm) : 169.8, 140.7, 137.5, 136.7, 133.5, 131.5, 129.3, 126.0, 21.0.

Balanced chemical reaction does not necessarily reveal either the individual elementary reactions by which a reaction occurs or its rate law. In my other articles, you can also check out more blogs about 288-36-8, and we look forward to future research findings.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; JIN, Chuanfei; ZHANG, Ji; (90 pag.)WO2017/88759; (2017); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 4922-98-9, New Advances in Chemical Research in 2021. The appropriate choice of redox mediator can avoid electrode passivation and overpotential, which strongly inhibit the efficient activation of substrates in electrolysis. 4922-98-9, name is 5-Phenyl-1H-1,2,4-triazol-3-amine, molecular formula is C8H8N4, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

6.02.04.37 5-bromo-3-phenyl-1H-(1,2,4)triazole 115 mL bromine hydro acid was added to 9.5 g 5-phenyl-2H-(1,2,4)triazol-3-ylamine and 12.3 g sodiumnitrite at -5° C. The reaction was warmed to RT and refluxed for 20 min. Then the mixture was cooled and basicfied with sodiumdicarbonate and extracted with ethyl acetate. The organic layer was dried and evaporated to give 11 g of the desired product. Rt: 1.07 min (method B), (M+H)+: 223/225 By using the same synthesis strategy as for 5-bromo-3-phenyl-1H-(1,2,4)triazole the following compound was obtained:

By the way, if you are interested in learning more fun chemistry with your kids, get your hands into one chemistry set now, and start enjoying the best part of chemistry: experiments about 5-Phenyl-1H-1,2,4-triazol-3-amine.

Reference:
Patent; Boehringer Ingelheim International GmbH; GRAUERT, Matthias; BISCHOFF, Daniel; DAHMANN, Georg; KUELZER, Raimund; RUDOLF, Klaus; US2013/184248; (2013); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

New discoveries in chemical research and development in 2021. The dynamic chemical diversity of the numerous elements, ions and molecules that constitute the basis of life provides wide challenges and opportunities for research. 288-36-8, name is 1H-1,2,3-Triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Product Details of 288-36-8

A solution of 2-iodo-5-methylbenzoic acid (4.0 g, 15.3 mmol) in DMF (10 mL) was treated with 1 ,2,3-triazole (2.1 g, 30.5 mmol), CsCO3 (9.95 g, 30.5 mmol), CuI (0.145 g, 0.76 mmol) and trans-N,N’-dirnethylcyclohexane-l,2-diamine (0.43 g, 3.05 mmol). The mixture was heated at 120 0C for 10 min in a microwave reactor. The reaction was cooled to rt, diluted with water, and washed with EtOAc. The aqueous phase was acidified with IN HCl and extracted with EtOAc. The organic layer was dried over Na2SO4, filtered and concentrated. The residue was purified by gradient elution on SiO2 (0 to 50% EtOAc in water with 0.1% TFA) to give the desired A-3. A portion of this acid (0.1 1 g, 0.53 mmol) was treated with thionyl chloride (0.59 g, 5.3 mmol) in dichloromethane (5.0 mL) at rt. After stirring at RT for 1 h, the mixture was concentrated, azeotroping with benzene to yield acid chloride A-3.

If you are hungry for even more, make sure to check my other article about 288-36-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK & CO., INC.; WO2009/11775; (2009); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

New discoveries in chemical research and development in 2021. The transformation of simple hydrocarbons into more complex and valuable products via catalytic C–H bond functionalisation has revolutionised modern synthetic chemistry. 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: 7411-23-6

a) 3 ,5-Dibromo- 1 -ethyl- 1 H-[ 1 ,2,4]triazole 3,5-Dibromo-lH-l,2,4-triazole (2.5 g, 11.0 mmol, Eq: 1.00) was dissolved in dimethyl- formamide (31.8 ml) and sodium hydride (529 mg, 60% dispersion in mineral oil, 13.2 mmol, Eq: 1.2) was added slowly. Ethyl methanesulfonate (2.74 g, 2.27 ml, 22.0 mmol, Eq: 2) was added to the reaction and the mixture was heated in a microwave oven for 60 minutes at 100 C. The mixture was diluted with water and extracted 3x with ethyl acetate. The organic layer was dried over magnesium sulfate, filtered and the solvent was evaporated to give 3,5-dibromo-l-ethyl-lH- [l,2,4]triazole (2.54 g, 90.4%) as a white powder. MS: m/z= 255.9 (M+H+)

I hope this article can help some friends in scientific research. I am very proud of our efforts over the past few months and hope to 3,5-Dibromo-1H-1,2,4-triazole help many people in the next few years.

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

Electric Literature of 135242-93-2, New Advances in Chemical Research in 2021. The dynamic chemical diversity of the numerous elements, ions and molecules that constitute the basis of life provides wide challenges and opportunities for research. 135242-93-2, name is (1-Methyl-1H-[1,2,4]triazol-3-yl)methanol, molecular formula is C4H7N3O, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

To a mixture of 5-[4-(trifluoromethoxy)phenyl]-3H-oxazolo[4,5-b]pyridin-2-one (60 mg, 0.2 mmol), (1 -methyl- l,2,4-triazol-3-yl)methanol (45.83 mg, 0.41 mmol) and PPh3 (106.26 mg, 0.41 mmol) in THF (ImL) was added the DIAD (81.92 mg, 0.41 mmol), and the mixture was stirred at 20 C under N2 for 16 hours. The reaction was diluted with sat.NH4Cl (10 mL), and the mixture was extracted with EtOAc (10 mL x 2). Then the combined organic phase was washed with brine (10 mL), dried over Na2S04, filtered and concentrated to give the crude product. The crude product was purified by purified by prep-HPLC [Kromasil (150 mm x 25 mm, 5 muiotaeta) A = H20 (0.05% NH4OH) and B = CH3CN; 47-87%B over 7 minutes] to give the product (21.81 mg, 0.06 mmol, 28% yield) as a solid. 1H NMR (DMSO-c 400MHz) deltaH = 8.40 (s, 1H), 8.12 (d, 2H), 7.87 (d, 1H), 7.80 (d, 1H), 7.47 (d, 2H), 5.13 (s, 2H), 3.80 (s, 3H). LCMS Rt = 1.12 min in 2 min chromatography, MS ESI calcd. for C17H13F3N5O3 [M+H]+ 392.1, found 392.0.

Future efforts will undeniably focus on the diversification of the new catalytic transformations. These may comprise an expansion of the substrate scope from aromatic and heteroaromatic compounds to other hydrocarbons. Keep reading other articles of 135242-93-2.

Reference:
Patent; PRAXIS PRECISION MEDICINES , INC.; REDDY, Kiran; MARTINEZ BOTELLA, Gabriel; GRIFFIN, Andrew, Mark; MARRON, Brian, Edward; (244 pag.)WO2018/148745; (2018); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics