Day: February 8, 2021

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

Some common heterocyclic compound, 74205-82-6, name is (1H-1,2,4-Triazol-1-yl)methanol, molecular formula is C3H5N3O, 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 74205-82-6

Step 2. Preparation of 1-(chloromethyl)-1H-1,2,4-triazole To a solution of (1H-1,2,4-triazol-1-yl)methanol (1.0 g, 10.09 mmol) in dichloroethane (20 ml) thionyl chloride (1.105 ml, 15.14 mmol) was added and the reaction mixture was stirred at 100 C. for 4 hours. The reaction mixture was cooled to 30 C., poured into H2O (25 mL) and extracted with dichloromethane (3*20 mL). The combined organic layers was washed with H2O (50 mL) & brine solution (50 mL), dried over Na2SO4 and evaporated in rotavapor under vacuum to yield 1-(chloromethyl)-1H-1,2,4-triazole (0.570 g, 48%) as brown liquid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 74205-82-6, its application will become more common.

Reference:
Patent; CADILA HEALTHCARE LIMITED; DESAI, Ranjit C.; PINGALI, Harikishore; (40 pag.)US2016/83380; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 23579-79-5,Some common heterocyclic compound, 23579-79-5, name is 3,5-Dibromo-1-methyl-1H-1,2,4-triazole, molecular formula is C3H3Br2N3, 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.

a) 5-Bromo-2-methyl-2H-[ 1 ,2,4]triazole-3-carbaldehyde To a solution of 3,5-dibromo-l-methyl-lH-l,2,4-triazole (500 mg, 2.08 mmol, Eq: 1.00) in tetrahydrofuran (5 ml) was added dropwise at -45 C under argon atmosphere n-butyllithium 1.6 M in hexane (1.56 ml, 2.49 mmol, Eq: 1.2). The resulting mixture was stirred for 30 minutes at -45C and was then cooled to -70C. Then dimethyl formamide (197 mg, 209 mu, 2.7 mmol, Eq: 1.3) wass added dropwise. After 15 minutes the cooling bath was removed and the mixture was allowed to reach 25 C. The mixture was stirred for additional 2 hours at 25 C. The mixture was poured on water and extracted twice with ethyl acetate, the organic layers were combined, washed with water and brine, dried over magnesium sulfate, filtrated and evaporated, affording 5-bromo-2-methyl-2H-[l,2,4]triazole-3-carbaldehyde (218 mg / 55.3 %) as an orange semi solid. MS: m/e= 189 (M+H+)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3,5-Dibromo-1-methyl-1H-1,2,4-triazole, its application will become more common.

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 58910-25-1, 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. 58910-25-1, name is 4-Ethyl-3-methyl-1H-1,2,4-triazol-5(4H)-one belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below.

After dissolving 4-ethyl-5-methyl-2,4-dihydro[1,2,4]triazol-3-one (CAS 58910-25-1) (2.00 g) in N,N-dimethylformamide (5 ml), sodium iodide (235 mg), sodium hydride (60% in oil) (238 mg) and (S)-(+)-epichlorhydrin (2.48 ml) were added and the mixture was stirred at room temperature for one day. Water was added to the reaction mixture, and extraction was performed with dichloromethane and ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. After filtration, the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography to obtain the title compound (540 mg).1H-NMR (400 MHz, CDCl3); delta 1.29 (t, J=7.2 Hz, 3H), 2.24 (s, 3H), 2.67 (dd, J=4.8, 2.8 Hz, 1H), 2.84 (t, J=4.8 Hz, 1H), 3.22-3.27 (m, 1H), 3.68 (q, J=7.2 Hz, 2H), 3.86 (dd, J=14.8, 5.6 Hz, 1H), 3.96 (dd, J=14.8, 4.4 Hz, 1H).

The synthetic route of 4-Ethyl-3-methyl-1H-1,2,4-triazol-5(4H)-one has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Eisai R&D Management Co., Ltd.; US2009/270369; (2009); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 4923-01-7, A common heterocyclic compound, 4923-01-7, name is 5-Methyl-4H-1,2,4-triazol-3-amine, molecular formula is C3H6N4, 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.

3-methyl-1H-1,2,4-triazol-5-amine (4.7747 g, 48.7 mmol, 1 eq.) and 2- bromomalonaldehyde (8.08 g, 53.5 mmol, 1.1 eq.) were dissolved in AcOH (50 ml) and heated15 at 60 C for 18 hours under inert conditions. The reaction mixture was concentrated under vacuo, then the crude material was redissolved in EtOAc and filtered. The filtrate was combined with NaHCO3, and the aqueous layer was extracted with EtOAc (x3). The combined organic extracts were dried over Na2SO4, filtered and concentrated in vacuo. The crude material was absorbed onto silica and purified by column chromatography (Si02, 100% DCM, then 98:2 DCM:MeOH)20 to give 6-bromo-2-methyl-[1,2,4]triazolo[1,5-a]pyrimidine (2.22g, 21%, mlz: 215.1 [M+H]+) as an off-white solid.

The synthetic route of 4923-01-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; GILLESPIE, Robert Jack; HASANE, Ratni; SARIE, Jerome Charles; (89 pag.)WO2016/184832; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 288-36-8,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.

To a solution of 2-iodobenzoic acid (3.0 g, 12.1 mmol) in DMF was added 1,2,3- triazole (1.5 g, 21.7 mmol), Cs2C03(7.1 g, 21.7 mmol), Cul (114 mg, 0.6 mmol), and trans-N,K- dimethylc)rclohexane-l,2-diamine (310 mg, 2.2 mmol). After heating at 120 C for 10 min in a microwave reactor, the mixture was cooled to room temperature, diluted with EtOAc, and filtered through Celite. The filtrate was concentrated in vacuo and the crude residue was purified by silica gel chromatography (MeOH in DCM with 0.1% AcOH) to give Intermediate H as the faster eluting isomer. 1H NMR (DMSO-d6 , 500MHz) delta 13.05 (brs, 1 H), 8.12 (s, 2H), 7.81-7.52 (m, 4H).

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

Reference:
Patent; MERCK SHARP & DOHME CORP.; KUDUK, Scott, D.; REGER, Thomas, S.; SKUDLAREK, Jason, W.; (0 pag.)WO2016/85784; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics