Triazoles

Some common heterocyclic compound, 288-36-8, name is 1H-1,2,3-Triazole, molecular formula is C2H3N3, 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. Recommanded Product: 1H-1,2,3-Triazole

Step A: 6-methyl-3-(2H-1,2,3-triazol-2-yl)picolinonitrile. To 3-bromo-5-methylpicolinonitrile (2.2 g, 11 mmol) in DMF (28 mL) was added K2CO3 (1.7 g, 12 mmol) and 2H-1,2,3-triazole (650 muL, 11 mmol). The mixture was heated to 100 C. for 36 h, cooled to rt and extracted with EtOAc. The combined organics were dried (Na2SO4) and concentrated. Purification via silica gel chromatography (10-100% EtOAc in hexanes) gave the title compound (1 g, 48%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 288-36-8, its application will become more common.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; Dvorak, Curt A.; Shireman, Brock T.; US2014/275095; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 252742-72-6, name is 3-(Chloromethyl)-1H-1,2,4-triazol-5(4H)-one, molecular formula is C3H4ClN3O, 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. Product Details of 252742-72-6

Step A:; trans-5-[(4-{2-[(3,5-Dibromobenzyl)oxy]-2,3-dihydro-1H-inden-1-yl}piperazin-1-yl)methyl]-2,4-dihydro-3H-1,2,4-triazol-3-one After reconversion to the base, the compound obtained in Step C of Example 1 (2.14 mmol) is dissolved in 30 ml of dimethylformamide. There are added 0.75 ml (4.28 mmol) of diisopropylethylamine and 314 mg (2.35 mmol) of 5-(chloromethyl)-2,4-dihydro-3H-1,2,4-triazol-3-one prepared according to the method described in Tetrahedron Letters, 2000, 41, 8661. The mixture is stirred for 12 hours at ambient temperature and then evaporated to dryness. The residue obtained is taken up in dichloromethane, washed, dried, filtered and evaporated. The oil obtained is purified by flash chromatography on silica to yield the expected product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 252742-72-6, its application will become more common.

Reference:
Patent; Peglion, Jean-Louis; Dessinges, Aimee; Goument, Bertrand; Millan, Mark; La Cour, Clotilde Mannoury; US2006/229318; (2006); A1;,
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. 107534-96-3, name is 3-((1H-1,2,4-Triazol-1-yl)methyl)-1-(4-chlorophenyl)-4,4-dimethylpentan-3-ol, A new synthetic method of this compound is introduced below., COA of Formula: C16H22ClN3O

The complex was synthesized by two methods. To an aqueous solution (3 mL) containing Na2[PtCl6]*6H2O (0.50 g, 0.89 mmol), reagent L (0.27 g, 0.89 mmol) (method A) or (0.55 g, 1.78 mmol) (method B) in acetone (7 mL) was added under stirring. A yellow precipitate was quickly formed. After 72 h, the precipitate was filtered out, washed with water and hexane, and dried in air. The yield based on reagent L was 67% (method A) and 90% (method B).

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:
Article; Khisamutdinov; Anpilogova; Shitikova; Murinov, Yu. I.; Russian Journal of Inorganic Chemistry; vol. 61; 12; (2016); p. 1530 – 1537; Zh. Neorg. Khim.; vol. 61; 12; (2016); p. 1591 – 1598,8;,
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. 4928-88-5, name is Methyl 1H-1,2,4-triazole-3-carboxylate, A new synthetic method of this compound is introduced below., Formula: C4H5N3O2

EXAMPLE 4 A mixture of methyl 1,2,4-triazole-3-carboxylate (24.0 g, 0.19 mole) and beta-D-ribofuranosyl-1,2,3,5-tetraacetate (60.2 g, 0.19 mole) was melted and then 1.1 g of p-toluenesulfonic acid was added thereto. The reaction mixture was reacted for 5 hours, while maintaining the temperature of the reaction mixture at 95+-5¡ã C. And then, the reaction mixture was crystallized with 300.8 DA of methanol to give 60.0 g of 1-(2,3,5-tri-O-acetyl-beta-D-ribofuranosyl)-1,2,4-triazole-3-carboxylic acid methyl ester (yield: 82percent).

The synthetic route of 4928-88-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Lee, Tai-Au; Park, Nam-Jin; Khoo, Ja-Heouk; Lee, Byung-Cheol; US2003/120064; (2003); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 288-36-8, 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. 288-36-8 name is 1H-1,2,3-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.

To a stirred solution of 1,2, 3-triazole (2.0 g, 28.9 mmol) in THF (10 mL) was added NaH (l.065g, 43.1 mmol) portion wise at 0 C under inert atmosphere. After being stirred for 45 min at 0C, 2-(trimethylsilyl)ethoxymethyl-Cl (SEM-C1; 7.6 mL, 43.1 mmol) was added to the reaction mixture. After completion of addition the reaction mixture was allowed to warm to RT and stirred for 12 h. The reaction mixture was quenched with water and extracted with ethyl acetate (2 x 100 mL). The combined organic extracts were washed with brine, dried over anhydrous Na2S04 and concentrated under reduced pressure to give crude compound. The crude material was purified by column chromatography eluting with 10% EtO Ac/hexane to afford N-2-(trimethylsilyl)ethoxymethyl- 1,2, 3-triazole (3.5 g, 17.5 mmol, 61%) as a liquid. Mass: m/z 200 [M++l].

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

Reference:
Patent; INNOCRIN PHARMACEUTICALS, INC.; EISNER, Joel; (88 pag.)WO2019/182743; (2019); A1;,
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. 64922-04-9, name is Ethyl 1H-1,2,4-triazole-5-carboxylate, A new synthetic method of this compound is introduced below., Recommanded Product: Ethyl 1H-1,2,4-triazole-5-carboxylate

A solution of 613 mg (14.0 mmol) of sodium hydride in 10 ml of 1-methyl-2-pyrrolidinone is cooled to 0 – 5C and treated dropwise with a solution of 1.74 g (12.4 mmol) of 1H-[1,2,4]triazole-3-carboxylic acid ethyl ester in 10 ml of 1-methyl-2-pyrrolidinone over 8 minutes. The mixture is stirred for 1 hour at 0 – 5C and a solution of 3.00 g (11.2 mmol) of 5-fluoro-2-nitro-4-trifluoromethyl-benzoic acid methyl ester in 10 ml of 1-methyl-2-pyrrolidinone is added. The mixture is allowed to warm slowly to room temperature and stirred for 18 hours under N2. It is poured into water and extracted with ethyl acetate. The organic phase is separated and dried over NaaSO^ filtered and concentrated in vacuo. The residue is purified by flash chromatography (SiO2, hexane / ethyl acetate 1:1) and the mixed fractions are recrystallized in toluene to provide overall 3.12 g (71 %) of 1-(5-methoxycarbonyl-4-nitro-2-trifluoromethyl-phenyl)-1H-[1,2,4]triazole-3-carboxylic acid ethyl ester, m.p. 190 – 192C.

The synthetic route of 64922-04-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2006/10591; (2006); A2;,
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. 1533519-85-5, name is Methyl 2-((4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-yl)thio)acetate, A new synthetic method of this compound is introduced below., HPLC of Formula: C18H17N3O2S

250mL was added to the reaction flask the product of step B (4g, 0.0118mol), tetrahydrofuran (30ml), tetramethylpiperidinePyridine (TEMPO, 0.2g, 0.1eq), an oil bath at 30 ~ 32 heating and stirring to dissolve until clear. Portionwise added N- bromosuccinimideImide (NBS, 3.2g, 0.018mol, 1.5eq), temperature does not exceed 35 . Plus complete, insulation 30 ~ 32 reaction 3h.Sample testing of raw materials after the reaction was complete, heating was stopped, the ice bath to cool. Until an internal temperature of 0 ~ 5 , water portionwise sodium sulfiteThe reaction was quenched solution was extracted with ethyl acetate, dried over anhydrous sodium sulfate, filtration, spin dry, and the resulting crude intermediate C directlyUsed in the next reaction.Samples were analyzed by column chromatography (200-300 mesh silica gel, eluting with methylene chloride: methanol = 15: 1) to giveWhite solid C.

The synthetic route of 1533519-85-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zhejiang Jingxin Pharmaceutical Co., Ltd.; Huang, yue; Xu, hui; Zhangyu, bin; Zheng, fei; (19 pag.)CN105399694; (2016); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 16681-70-2, 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. 16681-70-2 name is 1H-[1,2,3]Triazole-4-carboxylic acid, 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.

1,2,3-Triazole-4-carboxylic acid (130 mg, 1.2 mmol, 1.2 eq.) and HATU (400 mg, 1.1 mmol, 1.1 eq.) were dissolved in DIPEA (167 muL) and the resulting mixture was stirred for 5 minutes at room temperature in DMF (0.2 mL). DIPEA (3 eq.) and Compound 5 (300 mg, 957 mumol, 1.0 eq.) dissolved in DMF (0.2 mL) was added, and the resulting mixture was stirred for 15 minutes. The reaction was quenched with AcOH and the product was purified by preparative HPLC then lyophilized to yield Compound 6 as a TFA salt (120 mg, 95% purity). MS m/z [M+H]+ calc’d for C22H24N4O4, 409.18. found 409.4

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

Reference:
Patent; RAPTA, Miroslav; US2013/209505; (2013); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 81606-79-3, name is 2-(1,2,4-Triazol-1-yl)acetonitrile, 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 81606-79-3, Computed Properties of C4H4N4

STR210 108 g (1 mole) of 1,2,4-triazol-1-yl-acetonitrile and 160 g (1.35 moles) of N,N-dimethylformamide dimethyl acetal are heated under reflux for 4 hours; the methanol formed is distilled off until the internal temperature has risen to 120 C.; the resulting residue is dissolved in 400 ml of ethanol, and 400 ml of a 20% strength ethanolic hydrogen chloride solution are added. The crystalline precipitate is filtered off with suction, rinsed with a little ethanol and dried on clay. 163 g (82% of theory) of 3-dimethylamino-2-(1,2,4-triazol-1-yl)-acrylonitrile hydrochloride of melting point 200-204 C. are obtained.

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, 2-(1,2,4-Triazol-1-yl)acetonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Bayer Aktiengesellschaft; US4614534; (1986); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 27996-86-7, These common heterocyclic compound, 27996-86-7, name is 4-[1,2,4]Triazol-1-yl-benzaldehyde, 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.

General procedure: A mixture of azolyl ketone (1a/1b) (1 mmol) and aryloxy benzaldehyde (2a-f) (1 mmol) were dissolved in 10% NaOH-EtOH (5 mL), it was stirred at room temperature for 9-10 h. After completion, 5 mL water was added to the reaction mixture. The separated solid compound was filtered and washed with water. It was purified by crystallization with methanol/chloroform or basic alumina column chromatography to give the desired compounds (3-13).The compounds (16-31) were prepared by the reaction of their corresponding aldehyde and ketone partners.

The synthetic route of 27996-86-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Marrapu, Vijay K.; Chaturvedi, Vinita; Singh, Shubhra; Singh, Shyam; Sinha, Sudhir; Bhandari, Kalpana; European Journal of Medicinal Chemistry; vol. 46; 9; (2011); p. 4302 – 4310;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics