Category: 103755-58-4

Synthetic Route of 103755-58-4,Some common heterocyclic compound, 103755-58-4, name is (1-Phenyl-1H-1,2,3-triazol-4-yl)methanol, molecular formula is C9H9N3O, 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: 1-Azido-4-methylbenzenes 1 (0.3 mmol), propargyl alcohol 2 (0.36 mmol), CuI (0.03 mmol),NaAsc (0.06 mmol), and 2 mL solvent were added to a 15 mL pressure tube. The tube was thensealed, and the mixture was stirred at 80 C for 5 hours. After the reaction completed, the abovesystem was added with KMnO4 (0.75 mmol) and Na2CO3 (0.45 mmol), and stirred at 80 C for 8h until the reaction completed. Then, Ag2O (0.03 mmol) and K2S2O7 (0.6 mmol) were added tothe tube and the mixture was conducted at 100 C for 24 h until the transformation finished byTLC analysis. H2O (25 mL) was added to the mixture and the system was extracted with EtOAc (3¡Á 20 mL). The combined organic layer was washed with brine (3 ¡Á 5 mL), dried with Na2SO4, andconcentrated under reduced pressure to afford the crude product. Purification by columnchromatography on silica gel with EtOAc-PE (1:3) afforded the desired product 3.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route (1-Phenyl-1H-1,2,3-triazol-4-yl)methanol, its application will become more common.

Reference:
Article; Han, Chunmei; Dong, Suping; Zhang, Wensheng; Chen, Zhen; Synlett; vol. 29; 5; (2018); p. 673 – 677;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 103755-58-4, These common heterocyclic compound, 103755-58-4, name is (1-Phenyl-1H-1,2,3-triazol-4-yl)methanol, 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.

Phosphorus(III) bromide, 9.7 mL (0.05 mol), was added with vigorous stirring to a solution of 8.75 g (0.05 mol) of (1-phenyl-1H-1,2,3-triazol-4-yl)metha-nol (11) in 200 mL of anhydrous benzene. The mixture was heated for 2 h and cooled, 50 g of crushed ice was added, and the mixture was neutralized with a saturat-ed solution of sodium carbonate. The organic layer was separated and washed with a saturated solution of sodium carbonate, and the solvent was evaporated under reduced pressure. Yield 10.0 g (84%), mp 124-126C. 1 H NMR spectrum (500 MHz, DMSO-d 6 ), delta, ppm: 4.84 s (2H, CH 2 ), 7.52 t (1H, p-H, J = 7.2 Hz), 7.62 t (2H, m-H, J = 7.2 Hz), 8.92 s (1H, 5-H), 7.91 d (2H o-H, J = 7.2 Hz). Mass spectrum, m/z (I rel , %): 238 (100), 240 (97) [M + H] + . Found, %: C 45.23; H 3.30; N 17.62. C 9 H 8 BrN 3 . Calculated, %: C 45.40; H 3.39; N 17.65.

Statistics shows that (1-Phenyl-1H-1,2,3-triazol-4-yl)methanol is playing an increasingly important role. we look forward to future research findings about 103755-58-4.

Reference:
Article; Pokhodylo; Tupychak; Shyyka, O. Ya.; Obushak; Russian Journal of Organic Chemistry; vol. 55; 9; (2019); p. 1310 – 1321; Zh. Org. Khim.; vol. 55; 9; (2019); p. 1393 – 1405,13;,
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. 103755-58-4, name is (1-Phenyl-1H-1,2,3-triazol-4-yl)methanol, A new synthetic method of this compound is introduced below., Computed Properties of C9H9N3O

Step b: Preparation of l-phenyl-lH-l,2,3-triazole-4-carbaldehyde (9). To a solution of (1- phenyl-lH-l,2,3-triazol-4-yl)methanol, 7, (1.03 g, 5.87 mmol) in CH2Cl2 (50 mL) was added MnO2 (2.05g, 23.5 mmol). The reaction mixture was stirred for 3 days at room temperature. The reaction mixture was then filtered through Celite and the resulting filtrate was concentrated in vacuo. The crude material was purified by silica gel chromatography (0-5% methanol/dichloromethane) yielding 0.83g (82%) of 9: 1H NMR (400 MHz, CDCl3) delta 10.22 (s, IH), 8.51 (s, IH), 7.53, (d, J= 9.6 Hz, 2H), 7.58-7.49, (m, 3H).

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; ALTIRIS THERAPEUTICS; WO2009/121063; (2009); A2;,
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. 103755-58-4, name is (1-Phenyl-1H-1,2,3-triazol-4-yl)methanol, This compound has unique chemical properties. The synthetic route is as follows., category: Triazoles

Methanesulfonyl chloride (0.30 g, 2.6 mmol) was added at 0 C to a solution of (1-phenyl-1H-1,2,3-triazol-4-yl)methanol (0.16 g, 0.87 mmol) and trimethylamine (0.38 mL, 2.6 mmol) in dichloromethane (10 mL). The mixture was stirred at 0 C for 45 min. The mixture was washed with water (20 mL). The organic layer was dried over with MgSO4, evaporated and purified by column chromatography (ethyl acetate/hexane, 1:1.2) on silica gel to yield compound 3 (0.15 g, 70%) as a white solid; m.p. 110-112 C. 1H NMR (300 MHz, CDCl3): delta = 8.15 (s, 1 H), 7.76-7.72 (m, 2 H), 7.58-7.45 (m, 3 H), 5.47 (s, 2 H), 3.09 (s, 3 H). 13C NMR (75 MHz, CDCl3): delta = 141.9, 136.8, 130.0, 129.4, 122.7, 120.8, 62.4, 38.5. HRMS (ESI): calcd. for C10H12N3O3S [M + H]+ 254.0599; found 254.0599.

According to the analysis of related databases, 103755-58-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Kwon, Young-Do; Son, Jeongmin; Yun, Mijin; Chun, Joong-Hyun; Tetrahedron Letters; vol. 59; 29; (2018); p. 2848 – 2852;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

103755-58-4, name is (1-Phenyl-1H-1,2,3-triazol-4-yl)methanol, belongs to Triazoles compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. HPLC of Formula: C9H9N3O

General procedure: Into a round-bottom flask were added 5.71mmolof alditolyl-triazole 12 or 21a in 50ml dichloromethane, 0.9mL of pyridine (2 eq.), 5.71mmolof acyl chloride and catalytic amount of DMAP. The mixture was stirred vigorously at room temperature, and the reaction progress was monitored by thin layer chromatography. Next, the mixture was washed with distilled water (3¡Á100mL), saturated sodium bicarbonate solution (5¡Á100mL), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The product was purified via silica-gel column chromatography using gradient mixture of hexane-ethyl acetate, to afford the pure derivatives 13a-k and 22a-d.

The synthetic route of 103755-58-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Gonzaga, Daniel; Senger, Mario Roberto; Da Silva, Fernando De Carvalho; Ferreira, Vitor Francisco; Silva Jr., Floriano Paes; European Journal of Medicinal Chemistry; vol. 74; (2014); p. 461 – 476;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

These common heterocyclic compound, 103755-58-4, name is (1-Phenyl-1H-1,2,3-triazol-4-yl)methanol, 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. SDS of cas: 103755-58-4

General procedure: Into a round-bottom flask were added 5.71mmolof alditolyl-triazole 12 or 21a in 50ml dichloromethane, 0.9mL of pyridine (2 eq.), 5.71mmolof acyl chloride and catalytic amount of DMAP. The mixture was stirred vigorously at room temperature, and the reaction progress was monitored by thin layer chromatography. Next, the mixture was washed with distilled water (3¡Á100mL), saturated sodium bicarbonate solution (5¡Á100mL), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The product was purified via silica-gel column chromatography using gradient mixture of hexane-ethyl acetate, to afford the pure derivatives 13a-k and 22a-d.

The synthetic route of (1-Phenyl-1H-1,2,3-triazol-4-yl)methanol has been constantly updated, and we look forward to future research findings.

Reference:
Article; Gonzaga, Daniel; Senger, Mario Roberto; Da Silva, Fernando De Carvalho; Ferreira, Vitor Francisco; Silva Jr., Floriano Paes; European Journal of Medicinal Chemistry; vol. 74; (2014); p. 461 – 476;,
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. 103755-58-4, name is (1-Phenyl-1H-1,2,3-triazol-4-yl)methanol, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of (1-Phenyl-1H-1,2,3-triazol-4-yl)methanol

General procedure: Propynyl alcohol (2.2 g, 0.04 mol), cuprous iodide (0.4 g, 2.0 mmol) andN,N-diisopropylethylamine (5.2 g, 0.04 mol) were sequentially added into a stirred solution of intermediate9a-9l(0.04 mol) in absolute ethanol (10 v/w) at 25oCfor 24 h. The insoluble matter removed by filtration, and the filtrate is concentrated. Next the filtrate was poured into water, extracted with dichloromethane, and the combined organic layer was washed with water, dried over anhydrous Na2SO4and evaporated to dryness to give compounds10a-10l. Intermediate10a-10l(0.10 mol) without purification was dissolved in glacial acetic acid (10 v/w), chromium trioxide (2 mL, 0.01 mol) was added dropwise and the mixture was stirred 1 h at 100oC.After cooling to r.t., solvent was removed by concentrate under reduced pressure. The residue was added to water under stirring, the precipitates were collected by filtration and washed with water to obtain compounds11a-11l.

According to the analysis of related databases, 103755-58-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Xu, Qiaoling; Dai, Baozhu; Li, Zhiwei; Xu, Le; Yang, Di; Gong, Ping; Hou, Yunlei; Liu, Yajing; Bioorganic and Medicinal Chemistry Letters; vol. 29; 19; (2019);,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 103755-58-4, A common heterocyclic compound, 103755-58-4, name is (1-Phenyl-1H-1,2,3-triazol-4-yl)methanol, molecular formula is C9H9N3O, 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.

Example 12: (R)-3-(l-Phenyl-cycloheptanecarbonyloxy)-l-(l-phenyl-lH- [1, 2,3]triazol-4-ylm ethyl)- l-azonia-bicyclo[2.2.2]octane chloridea) 4-Chloromethyl- 1 -phenyl- lH-[ 1 ,2,3]triazole (1 -Phenyl- IH-[1, 2, 3]triazol-4-yl)-methanol (700 mg) was treated with thionyl chloride (2 mL) in dichloromethane (10 mL). The mixture was stirred and heated under reflux to form a solution. The excess reagent and solvent were removed and the residue dissolved in dichloromethane (50 mL) and passed down a plug of silica gel. The silica was washed with dichloromethane followed by ether and the eluants combined and concentrated to afford the sub-titled compound as a crystalline solid (600 mg).1H NMR (399.826 MHz, CDCl3) delta 8.00 (s, IH), 7.73 – 7.68 (m, 2H), 7.54 – 7.48 (m, 2H), 7.47 – 7.41 (m, IH), 4.77 (s, 2H).

The synthetic route of 103755-58-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; ARGENTA DISCOVERY Ltd.; FORD, Rhonan; WO2009/139709; (2009); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 103755-58-4, 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. 103755-58-4 name is (1-Phenyl-1H-1,2,3-triazol-4-yl)methanol, 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.

To a solution of primary alcohol intermediate 43 (1.7 g, 9.71 mmol) in anhydrous DCM (20 mL) was added PBr3 (7.89 g, 29.13 mmol) at room temperature. The reaction mixture was stirred at room temperature overnight. The reaction mixture was quenched by adding H2O (20 mL) slowly, adjusted the pH to 7-8 with NaHCO3. The organic phase was separated and aqueous layer was extracted with DCM (20 mL ¡Á 2). The combined organic layers were dried over Na2SO4. The solvent was removed in vacuo and the residue was purified by silica gel column (PE/EtOAc = 4:1) to afford bromine intermediate 44 (1.11 g, 48%) as a white solid. Mp: 126-130 C, TLC Rf = 0.70 (PE/EtOAc = 2:1); 1H NMR (600 MHz, CDCl3, delta ppm): 8.02 (s, 1H), 7.74-7.72 (m, 2H), 7.56-7.53 (m, 2H), 7.48-7.45 (m, 1H), 4.66 (s, 2H); MS (ESI) m/z calcd for C9H8BrN3 [M +2 + H]+: 240.0, found: 240.2.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, (1-Phenyl-1H-1,2,3-triazol-4-yl)methanol, and friends who are interested can also refer to it.

Reference:
Article; Qin, Yinhui; Teng, Yuetai; Ma, Ruixin; Bi, Fangchao; Liu, Zhiyang; Zhang, Panpan; Ma, Shutao; European Journal of Medicinal Chemistry; vol. 180; (2019); p. 321 – 339;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 103755-58-4, 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. 103755-58-4 name is (1-Phenyl-1H-1,2,3-triazol-4-yl)methanol, 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.

General procedure: Into a round bottom flask was added 5.71mmolof triazole type 12 or 21a in 50mL of dry THF, 17.13mmolof sodium hydride and 57.1mmolof alkyl bromide. The mixture was heated to reflux, and reaction progress was monitored by TLC. Subsequently, the solvent was evaporated and the mixture was extracted with ethyl acetate, washed with distilled water (3¡Á100mL) and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the product was purified via silica-gel column chromatography using a gradient mixture of hexane-ethyl acetate, to afford the pure derivatives 14a-g and 23a-b.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, (1-Phenyl-1H-1,2,3-triazol-4-yl)methanol, and friends who are interested can also refer to it.

Reference:
Article; Gonzaga, Daniel; Senger, Mario Roberto; Da Silva, Fernando De Carvalho; Ferreira, Vitor Francisco; Silva Jr., Floriano Paes; European Journal of Medicinal Chemistry; vol. 74; (2014); p. 461 – 476;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics