Triazoles

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 7411-23-6 as follows. Recommanded Product: 7411-23-6

A mixture of salt 1a [6] (1 g, 2.9 mmol), 3,5-dibromo-1,2,4-triazole (0.66 g, 2.9 mmol), and 60% aqueous acetonitrile (15 ml) was refluxed for 2 h. The mixture was cooled and poured into water (50 ml). The precipitate formed was filtered off and recrystallized from ethanol. Yield 0.83 g (74%), colorless crystals; mp 193-194 C. IR spectrum, nu, cm-1: 3500-3100 (OH), 3066 (CH arom.), 2922 (CH2); 1630, 1443, 1331, 1271, 1072, 818. 1H NMR spectrum (DMSO-d6), delta, ppm (J, Hz): 5.68 (2H, s, CH2); 7.16 (1, d, J = 9.2, H Ar); 7.29 (1, t, J = 7.3, H Ar); 7.47 (1, dd, J = 8.3, J = 7.3, H Ar); 7.80 (2H, d, J = 8.7, H Ar); 7.96 (1, d, J = 8.3, H Ar); 10.23 (1H, s, OH). 13C NMR spectrum (DMSO-d6), delta, ppm: 44.8 (CH2); 111.7 (C); 118.3 (CH); 122.8 (CH); 123.3 (CH); 127.5 (CH); 128.5 (C); 129.0 (CH); 131.2 (CH); 131.3 (C); 133.8 (C); 139.4 (C); 155.0 (C). Found, %: 40.88; 2.45; N 10.81. C13H9Br2N3O. Calculated, %: C 40.76; H 2.37; N 10.97.

According to the analysis of related databases, 7411-23-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Osyanin; Osipov; Klimochkin, Yu. N.; Chemistry of Heterocyclic Compounds; vol. 47; 12; (2012); p. 1607 – 1609; Khim. Geterotsikl. Soedin.; vol. 47; 12; (2011); p. 1914 – 1916,3;,
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

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. 1001401-62-2, name is 2-(2H-1,2,3-Triazol-2-yl)benzoic acid, A new synthetic method of this compound is introduced below., Recommanded Product: 2-(2H-1,2,3-Triazol-2-yl)benzoic acid

Step (iii): N-[(1S,2S)-2-{[3-Chloro-5-(trifluoromethyl)pyrazin-2-yl]amino}cyclopentyl]-2-(2H-1,2,3-triazol-2-yl)benzamide To a solution of (1S,2S)-1-N-[3-chloro-5-(trifluoromethyl)pyrazin-2-yl]cyclopentane-1,2-diamine hydrochloride (530 mg, 1.67 mmol) in dry DMF (5.6 ml) was added 2-(2H-1,2,3-triazol-2-yl)benzoic acid (CAS number 1001401-62-2; 348 mg, 1.84 mmol), HATU (953 mg, 2.51 mmol) and triethylamine (699 mul, 5.01 mmol) and then stirred at room temperature for 17 hours. The reaction was partitioned between ethyl acetate and a saturated solution of sodium bicarbonate. The organics were washed with water, brine, dried over magnesium sulfate and concentrated in vacuo. The resulting residue was purified by column chromatography (basic silica, 0-100% ethyl acetate/petrol) to afford the title compound. 1H NMR (400 MHz, DMSO-d6) delta ppm 1.49-1.77 (m, 4H), 1.93-2.05 (m, 1H), 2.06-2.17 (m, 1H), 4.18-4.29 (m, 1H), 4.33-4.44 (m, 1H), 7.40-7.46 (m, 1H), 7.46-7.53 (m, 1H), 7.56-7.64 (m, 1H), 7.72-7.78 (m, 1H), 7.79-7.87 (m, 3H), 8.41-8.57 (m, 2H) MS ES+: 452

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

Reference:
Patent; Takeda Pharmaceutical Company Limited; Fieldhouse, Charlotte; Glen, Angela; Maine, Stephanie; Fujimoto, Tatsuhiko; Robinson, John Stephen; US2015/232460; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 1455-77-2, name is 3,5-Diamino-1,2,4-triazole, 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 1455-77-2, name: 3,5-Diamino-1,2,4-triazole

Example 11AEthyl 2-amino-7-(4-cyanophenyl)-5-methyl-4,7-dihydro[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxylateUnder an atmosphere of argon, ethyl 2-(4-cyanobenzylidene)-3-oxobutanoate (12.2 g, 50.1 mmol; preparation see WO 2004/020410-A2, Example 32A) and 1H-1,2,4-triazole-3,5-diamine (6.0 g, 60.5 mmol, 1.2 eq.) were dissolved in DMF (150 ml).Solid sodium bicarbonate (30.7 g, 365.6 mmol, 6 eq.) was added, and the mixture was stirred at 63¡ã C. for 12 h.The mixture was then filtered and the DMF was distilled off from the filtrate under reduced pressure.The residue was suspended in ethanol and stirred, and the product was then filtered off and dried under high vacuum.This gave 12.45 g (76percent of theory) of the title compound.LC-MS (Method 4): Rt=2.29 min; MS (ESIpos): m/z (percent)=325.3 (100) [M+H]+; MS (ESIneg): m/z (percent)=323.3 (100) [M+H]-.1H-NMR (400 MHz, DMSO-d6): delta=1.00 (t, 3H), 2.40 (s, 3H), 3.95 (m, 2H), 5.25 (s, 2H), 6.05 (s, 1H), 7.35 (m, 2H), 7.75 (m, 2H), 10.6 (s, 1H).

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:
Patent; BAYER SCHERING PHARMA AKTIENGESELLSCHAFT; US2012/4203; (2012); 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. 1001401-62-2, name is 2-(2H-1,2,3-Triazol-2-yl)benzoic acid belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C9H7N3O2

Step 6: (2-(2H-1.2.3-Triazol-2-yl)phenyl)((2R.5R)-5-hydroxy-2-methylpiperidin-l- vDmethanone (6) A solution of (3R, 6R)-6-methylpiperidin-3-ol (5.31 g, 46.1 mmol), 2-(2H-l,2,3- triazol-2-yl)benzoic acid (10.5 g, 55.3 mmol), EDC (17.7 g, 92.0 mmol), l-hydroxy-7- azabenzotriazole (12.6 g, 92.0 mmol), and triethylamine (19.3 mL, 138 mmol) in DMF (300 mL) was stirred at 50 C overnight, then diluted with saturated aqueous sodium bicarbonate and extracted 3x with EtOAc. The organics were washed with brine, dried over magnesium sulfate, filtered, and concentrated. The crude material was purified by silica gel gradient chromatography (0-100% EtOAc in hexanes), providing the titled compound as a pale yellow solid. LRMS m/z (M+H) 287.3 found, 287.1 required.

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.; KUDUK, Scott, D.; SKUDLAREK, Jason, W.; WO2014/62533; (2014); 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 7170-01-6 as follows. Recommanded Product: 7170-01-6

131.1. 4-(3-methyl-[1,2,4]triazol-1-yl)-benzaldehyde To a solution of 4-fluorobenzaldehyde (3.63 g) and 3-methyl-1H-1,2,4-triazole (2.92 g; prepared according to US 2006/293304) in dry DMF (35 mL) was added K2CO3 (24.25 g) at rt. The reaction mixture was stirred at 120 C. overnight, then cooled to rt and diluted with EA and water. The aq. layer was extracted with EA (2*) and the combined org. layers were washed with water and brine, dried over MgSO4, filtered and concentrated under reduced pressure. The title compound was obtained, after purification by CC (Hept/EA 80:20 to 50:50), as a yellow solid (36% yield). 1H NMR (CDCl3) delta: 10.06 (s, 1H); 8.58 (s, 1H); 8.04 (d, J=8.0 Hz, 2H); 7.88 (d, J=8.0 Hz, 2H); 2.53 (s, 3H).

According to the analysis of related databases, 7170-01-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bur, Daniel; Gude, Markus; Hubschwerlen, Christian; Panchaud, Philippe; US2013/96119; (2013); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 16681-70-2, name is 1H-[1,2,3]Triazole-4-carboxylic acid, 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 16681-70-2, Safety of 1H-[1,2,3]Triazole-4-carboxylic acid

To a stirred solution of 9-3 (2.Og, 3.6mMol), HOBT (0.5g, 3.9mMol), and 1H-1,2,3- triazole-4-carboxylic acid (0.4g, 3.9mMol) in anhydrous DMF (2OmL) was added DIEA (1.2mL, 7.2mMol) followed by EDC (0.76g, 3.9mMol). The solution was stirred at ambient temperature overnight. The solution was then treated with 2mL of acetic acid and was heated to 800C for 3hrs. Upon cooling to room temperature, the solution was filtered through a syringe filter and purified on a C18 reverse phase HPLC to give 9-4 as a solid. Mass (M+l) calculated: 631.2789 observed: 631.2778

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

Reference:
Patent; MERCK & CO., INC.; WO2006/135627; (2006); 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. 16227-12-6, name is 4-Phenyl-4H-1,2,4-triazole, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 16227-12-6

EXAMPLE 125 4-phenyl-1-(ethyl)triazolium bromide 0.15 g (0.001 mol) 4-phenyltriazole 1 and 0.22 ml (0.32 g, 0.003 mol) 1-bromoethane 2 are combined in a pressure tube. The mixture is stirred 12 h at 110 C. Subsequently, it is cooled down to room temperature. The precipitated solid is taken up in a 1:1 mixture of THF and petroleum ether, is filtered off, and washed with diethylether. M 254.13 C10H12N3Br Yield: 0.2307 g (97%) 1H-NMR DM-226 (300 MHz/DMSO): (ppm)=1.57 (t, 3H, 8-H); 4.49 (q, 2H, 7-H); 7.71 (m, 3H, 5/5’/6H); 7.87 (d, 2H, 4/4′-H); 9.82, (s, 1H, 2-H); 10.88 (s, 1H, 1-H) 13C-NMR DM-226 (75.475 MHz/DMSO):

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 16227-12-6.

Reference:
Patent; TECHNISCHE UNIVERSITAET DRESDEN; US2011/105761; (2011); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 956317-36-5, A common heterocyclic compound, 956317-36-5, name is 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid, molecular formula is C10H9N3O2, 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.

5-methyl-2-(2H-1 ,2,3-triazol-2-yl)benzoic acid (1eq; prepared according to WO 2008147518), HOBT (1 eq) and EDCI.HCI (1.5eq) dissolved in dichloromethane (5ml/mmol) were stirred at 25 C for 0.5-2hours, then intermediate 2 (1 eq) dissolved in dichloromethane was added. After 18 hours the mixture was poured in an aqueous saturated solution of NaHCO3 and extracted with dichloromethane. The crude was purified by silica gel column chromatography (DCM to DCM/MeOH = 9/1) to obtain the title compound with yield of 52%.1HNMR (CDCI3) delta ppm 8.22-8.38 (m, 1H), 7.94-8.14 (m, 1H), 7.79-7.86 (m, 1H), 7.69 (m, 1H), 7.50-7.62 (m, 1H), 7.28-7.37(m, 1H), 7.0-7.24(m, 1H), 6.48-6.66 (m, 1H), 5.20(m, 1H), 4.34-4.84 (m, 1H), 3.89-4.0 (m, 1 H),3.65-3.75 (m, 1H), 3.21-3.44 (m, 2H), 3.01-3.11 (m, 1H), 2.26-2.46 (m, 3H), 1.89-2.17 (m, 1H), 1.02-1.28 (m, 1H), 0.19-0.63(m,4H)MS= ESI + m/z 439 [M+H]+

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; ROTTAPHARM S.P.A.; STASI, Luigi Piero; ROVATI, Lucio; WO2012/104338; (2012); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics