Triazoles

288-36-8, 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 288-36-8 as follows.

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’-dimethylcyclohexane-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 room temperature, 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 10% MeOH in DCM with 0.1% AcOH) to give the faster eluting 2-(2H-l,2,3-triazol-2-yl)-5-methylbenzoic acid A-2, followed by the undesired regioisomer isomer, l-(2H-l,2,3-triazol-2-yl)-5-methylbenzoic acid. A solution of the acid (3.56 g, 17.52 mmol) in 150 mL of DCM was stirred and cooled to 00C. The solution was treated with oxalyl chloride (1.9 mL, 21.9 mmol) and DMF (68 muL, .878 mmol). The solution was slowly warmed to room temperature and stirred overnight. Solvent was concentrated and the resulting solid was azetroped with DCM and concentrated to provide A-4 as a yellow solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 288-36-8, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; COX, Christopher, D.; FLORES, Broc; SCHREIER, John, D.; WO2010/48016; (2010); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

A common compound: 584-13-4, name is 4H-1,2,4-Triazol-4-amine, belongs to Triazoles compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 584-13-4

General procedure: In a typical experiment Pd(OAc)2 (5.6mg, 0.025mmol), triphenylphosphine (13.2mg, 0.05mmol), iodoalkene (1-4) or iodoarene (5-19) (1mmol) were dissolved in DMF (10mL) under argon in a three-necked flask equipped with a reflux condenser and a balloon on the top. Aminotriazole nucleophile (a, b or c) (1.2mmol) and triethylamine (0.5mL) were added. The atmosphere was changed to carbon monoxide. (Caution: High pressure carbon monoxide should only be used with adequate ventilation (hood) using CO sensors as well.) The reaction was conducted for the given reaction time upon stirring at 70C. The mixture was then concentrated and evaporated to dryness. Toluene (15mL) was added to the residue, the precipitate (product) was filtered, washed with water on the filter and dried. The off-white powder-like material was dissolved in methanol, the palladium-black was filtered off and methanol was evaporated.

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, 584-13-4, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Gergely, Mate; Boros, Borbala; Kollar, Laszlo; Tetrahedron; vol. 73; 48; (2017); p. 6736 – 6741;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

7411-23-6, The chemical industry reduces the impact on the environment during synthesis 7411-23-6, name is 3,5-Dibromo-1H-1,2,4-triazole, I believe this compound will play a more active role in future production and life.

To a solution of 2 (15 g, 66.1 mmol) in acetonitrile(80 mL) was slowly added N,N-diisopropylethyamine(8.0 g, 61.9 mmol) followed by benzyl bromide(12.4 g, 5.8 mmol) in dimethyl foramide (15 mL). It was stirred for 12 h at 80C. Progress of the reaction was monitored by TLC. After completion of the reaction, volatiles were evaporated under reduced pressure. Into the residue, water was added and the reaction mass extracted with dichloromethane(3¡Á100 mL). Combined organic phase was dried over anhydrous magnesium sulphate, concentrated todryness and further purified by column chromatography to afford 6 as a white solid (18 g,80% yield). m.p. 67.4-68; IR (KBr): 3088, 2948,1586, 14.96, 1453, 1434, 1416, 1259, 1059 cm-1;1H NMR (400 MHz, CDCl3): 5.32 (s, 2H), 7.31-7.39(m, 5H); 13C NMR (100 MHz, CDCl3): 53.7, 128.0,128.8, 129.0, 129.4, 133.6, 140.3 (1H and 13C patterns match with the litereature value)22.

The chemical industry reduces the impact on the environment during synthesis 3,5-Dibromo-1H-1,2,4-triazole. I believe this compound will play a more active role in future production and life.

Reference:
Article; Roy, Bhairab Nath; Singh, Girij Pal; George, Shaji K.; Lathi, Piyush S.; Agrawal, Manoj K.; Trivedi, Anurag; Mishra, Madhan; Singh, Gajendra; Indian Journal of Chemistry – Section B Organic and Medicinal Chemistry; vol. 53; 5; (2014); p. 610 – 618;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

The chemical industry reduces the impact on the environment during synthesis 6818-99-1, name is 3-Chloro-1,2,4-triazole, I believe this compound will play a more active role in future production and life. 6818-99-1

200 mg of intermediate 35, 60% sodium hydride(Oily) 37 mg, and DMF 2 mL,Under ice-cooling, 67 mg of 3-chloro-1H-1,2,4-triazole was added. After stirring for 2.5 hours under ice cooling,Saturated multilayer aqueous solution was added to the reaction mixture,And extracted with ethyl acetate. The organic layer was washed with water and saturated brine, and dried over anhydrous sodium sulfate.The obtained organic layer was dried under reduced pressure.The obtained residue was subjected to silica gel chromatography,171 mg of the present invention compound 246 described below was obtained.

The chemical industry reduces the impact on the environment during synthesis 6818-99-1. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Sumitomo Chemical; Ikari, Kaori; (123 pag.)JP2019/6686; (2019); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

584-13-4,Some common heterocyclic compound, 584-13-4, name is 4H-1,2,4-Triazol-4-amine, molecular formula is C2H4N4, 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: In a typical experiment Pd(OAc)2 (5.6mg, 0.025mmol), triphenylphosphine (13.2mg, 0.05mmol), iodoalkene (1-4) or iodoarene (5-19) (1mmol) were dissolved in DMF (10mL) under argon in a three-necked flask equipped with a reflux condenser and a balloon on the top. Aminotriazole nucleophile (a, b or c) (1.2mmol) and triethylamine (0.5mL) were added. The atmosphere was changed to carbon monoxide. (Caution: High pressure carbon monoxide should only be used with adequate ventilation (hood) using CO sensors as well.) The reaction was conducted for the given reaction time upon stirring at 70C. The mixture was then concentrated and evaporated to dryness. Toluene (15mL) was added to the residue, the precipitate (product) was filtered, washed with water on the filter and dried. The off-white powder-like material was dissolved in methanol, the palladium-black was filtered off and methanol was evaporated.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4H-1,2,4-Triazol-4-amine, its application will become more common.

Reference:
Article; Gergely, Mate; Boros, Borbala; Kollar, Laszlo; Tetrahedron; vol. 73; 48; (2017); p. 6736 – 6741;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

The chemical industry reduces the impact on the environment during synthesis 288-36-8, name is 1H-1,2,3-Triazole, I believe this compound will play a more active role in future production and life. 288-36-8

A) to the reactor were added successively 1mol difluorophenyl chloride, 1.2mol triazole, 0.15molCuI, 1.5mol potassium carbonate and 0.8LDMF (N, N- dimethylformamide), heated to 80 stirred 10 hours, TLC (thin layer chromatography) to detect the reaction was complete; the filtrate was filtered, concentrated under reduced pressure recovery DMF, the residue is recrystallized from ethyl acetate-white solid, that is the first product in a yield of 73% ;

The chemical industry reduces the impact on the environment during synthesis 288-36-8. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Liu, Ke; (7 pag.)CN105777740; (2016); A;,
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. 107534-96-3, name is 3-((1H-1,2,4-Triazol-1-yl)methyl)-1-(4-chlorophenyl)-4,4-dimethylpentan-3-ol, This compound has unique chemical properties. The synthetic route is as follows., 107534-96-3

Photocatalytic experiments were performed in a photochemical reactor Suntest XLS+ solar simulator (Atlas, Germany) equippedwith a vapor xenon lamp (2.2 kW). The light source was jackedwith special glass filters restricting the transmission of wave-lengths below 290 nm. A Pyrex reactor with a total volume of250 mL was used to study the photocatalytic degradation of TEB.Suspensions of TEB solutions containing different amounts of theTiO2photocatalyst were stirred in the dark for 30 min to achieveadsorption-desorption equilibrium. After this period, the light wasturned on for the photocatalytic degradation experiments.As the reaction progressed, aliquots were withdrawn fromthe reactor at specific time intervals and filtered through HVLP(0.45 m) filters supplied by Millipore to remove TiO2 particlesbefore further analysis. Adsorption and photolytic experiments were also conducted. TEB solutions were prepared in ultrapurewater and wastewaters and the experiments were performed at room temperature

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; Stamatis; Antonopoulou; Konstantinou; Catalysis Today; vol. 252; (2015); p. 93 – 99;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

41253-21-8, Adding some certain compound to certain chemical reactions, such as: 41253-21-8, name is Sodium 1,2,4-triazol-1-ide, 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 41253-21-8.

(Exl.f) Preparation of the compound of formula (GG)10.0 g of the compound of formula (FF) as oil, as obtained according to (Exl .e), were dissolved in 80 ml of DMSO under stirring. Then, 10 g of the sodium salt of 1,2,4-triazole were added at 25 to 30 C, and the resulting reaction mixture was stirred for 24 hours at 85 to 90 C. The mixture was then cooled to 25 to 30 C, and 25 ml of 5 % (w/v) aqueous solution of sodium hydroxide were added. The mixture was then stin-ed for 3 hours at 25 to 30 C. 100 ml of water were added, and the product was extracted into 150 ml of methyl tetrahydrofuran. The thus obtained organic layer was washed with a 10 % (w/v) aqueous solution of sodium chloride, and subsequently the solvents of the resulting separated organic layer were removed by distillation under reduced pressure to obtain the title compound of formula (GG)as a crude oil. The yield was 6.0 g, corresponding to a theoretical value of 86.0 %.

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 41253-21-8.

Reference:
Patent; SANDOZ AG; OBERHUBER, Michael; SALCHENEGGER, Joerg; DE SOUZA, Dominic; ALBERT, Martin; WILHELM, Thorsten; LANGNER, Martin; STURM, Hubert; SPITZENSTAeTTER, Hans-Peter; WO2011/144653; (2011); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

These common heterocyclic compound, 3641-08-5, name is 2H-1,2,4-Triazole-3-carboxamide, 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. 3641-08-5

EXAMPLE 6 Preparation of 1(and 2 and 4)-Adamantylcarbonyl-s-triazole-3-carboxamide To a cooled, stirred mixture of 2 g. of 1,2,4-triazole-3-carboxamide and 5.4 g. of adamantylcarbonyl chloride in 125 ml. of anhydrous diethyl ether is added rapidly 2.75 g. of triethylamine. The cooling bath is removed and the mixture is stirred at room temperature for 23.5 hours. The mixture is filtered and the solid is washed successively with diethyl ether, cold water, diethyl ether and dried in vacuo for 3 hours yielding 4.5 g. of colorless solid. This solid is extracted with hot dry acetonitrile, cooled and washed with acetonitrile yielding 0.4 g. of colorless crystals. The remaining 3.5 g. of acetonitrile insoluble solid is further extracted with acetonitrile, yielding an additional 0.6 g. of product, m.p. 213-216 C. (dec.).

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 3641-08-5.

Reference:
Patent; American Cyanamid Company; US4006159; (1977); A;,
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 6086-21-1 as follows. 6086-21-1

(a) To a solution of 19.6 g (0.236 mol) of 1-methyl-1,2,4-triazole in 350 ml of ether at -78¡ã C. under argon was added n-butyllithium (91 ml, 0.236 mol, 2.5M in hexane) within a 30 min period and the mixture was stirred at -78¡ã C. for 2 h, and followed with the addition of 17.3 g (0.236 mol) of DMF in 45 ml of ether. The mixture was slowly warmed to 0¡ã C., and was stirred at 0¡ã C. for 2 hours, then 25 g of silica gel was added to the mixture. The whole suspension was packed on a silica column with methylene chloride and the eluent (methylene chloride/ether, 4:1) was concentrated to afford 17.75 g (67.7percent) of 1-methyl-1,2,4-triazolyl-5-carboxaldehyde, as a yellow oil.

According to the analysis of related databases, 6086-21-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Sterling Winthrop Inc.; US5569655; (1996); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics