Category: Triazoles

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

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

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

Some common heterocyclic compound, 3641-13-2, name is 5-Amino-4H-1,2,4-triazole-3-carboxylic acid, molecular formula is C3H4N4O2, 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: 5-Amino-4H-1,2,4-triazole-3-carboxylic acid

General procedure: A mixture of benzil (0.01 mol), aldehydes (0.01 mol), 3-amino-1,2,4-triazole-5-carboxylic acid (0.01 mol), ammonium acetate (0.01 mol) and ceric ammonium nitrate (15 mol%) as a catalyst were refluxed in ethanol (15 mL) for about 3-4 h. The progress of the reaction was monitored by TLC. After completion of reaction, the mixture was cooled to room temperature. The solid formed was filtered and dried. The crude products were recrystallized by ethanol.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3641-13-2, its application will become more common.

Reference:
Article; Nikalje, Anna Pratima G.; Ghodke, Mangesh S.; Kalam Khan, Firoz A.; Sangshetti, Jaiprakash N.; Chinese Chemical Letters; vol. 26; 1; (2015); p. 108 – 112;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 7170-01-6, 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. 7170-01-6, name is 3-Methyl-1H-1,2,4-triazole belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A mixture of compound 10 (500 mg, 1.03 mmol), 4-methylpyridin-2-ol (168 mg, 1.54 mmol) and K2CO3(283 mg, 2.05 mmol) in DMF (5 mL) was stirred at 80 oC for 10 hoursand then concentrated in vacuo to remove DMF. The residue was diluted withwater and extracted with EtOAc. The organic layer was washed with brine, driedover Na2SO4, filtered and concentrated in vacuo. Theresidue was purified by column chromatography (PE : EtOAc = 1 : 1) to give theproduct of 1r (400 mg, yield: 83%).

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, 3-Methyl-1H-1,2,4-triazole, other downstream synthetic routes, hurry up and to see.

Reference:
Article; He, Shuwen; Li, Peng; Dai, Xing; McComas, Casey C.; Du, Chunyan; Wang, Ping; Lai, Zhong; Liu, Hong; Yin, Jingjun; Bulger, Paul G.; Dang, Qun; Xiao, Dong; Zorn, Nicolas; Peng, Xuanjia; Nargund, Ravi P.; Palani, Anandan; Tetrahedron Letters; vol. 55; 14; (2014); p. 2212 – 2216;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 3641-08-5, 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. 3641-08-5, name is 2H-1,2,4-Triazole-3-carboxamide belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below.

In a 500 ml jacketed flask equipped with a mechanical stirrer, a temp probe, a circulation bath and a positive nitrogen atmosphere set up was placed with 1,2,4-triazole-3-carboxamide 25.3 gm (0.112 mole), 1,4-dioxane 225 gm, and pyridine 72.8 gm (0.92 mole). The mixture was chilled to -6.8 C. Trifluoroacetic anhydride 107.1 gm (0.51 mole) was added dropwise at -1.3 to -6.8 C. in 10 min. Then the mixture was warmed to ambient temperature and stirred for 30 min. Without work up, a sample was taken for HPLC analysis. The chromatogram showed that the product contained 93% 3-CNT and 0.2% 3-CAT.

The synthetic route of 2H-1,2,4-Triazole-3-carboxamide has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ampac Fine Chemicals LLC; US2009/292122; (2009); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 135242-93-2, name is (1-Methyl-1H-[1,2,4]triazol-3-yl)methanol, 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 135242-93-2, Product Details of 135242-93-2

A mixture of carbonyldiimidazole (CDI, 4.62 g, 28.5 mmol), ( 1 -methyl- 1,2, 4-triazol- 3-yl)methanol (3.45g, 30.53 mmol), and 2-MeTHF (50 mL) was stirred at room temperature (20 C) for 3 hours. To the mixture was added methyl (5)-l-amino-7-fluoro-2,3-dihydro-lH- indene-4-carboxylate hydrochloride [lOa.HCl] (5.0 g, 20.35 mmol) followed by N,N- diisopropylethylamine (6.58 g, 50.9 mmol). The contents were heated to 60 C and stirred for 15 hours. The mixture was cooled to 20 C, charged with water (50 mL), and stirred for 30 min. The slurry was filtered, washed with 2-MeTHF (2 x 5 mL) and dried under vacuum to give methyl fV)-7-riuoro- 1 -(((( 1 -methyl- 1 H- 1.2.4-triazol-3-yl)methoy)carbonyl)amino)- 2,3-dihydro-lH-indene-4-carboxylate [11a] as white crystalline solid (5.8g, 81.8% yield). ‘H NMR (400 MHz, DMSO-d6) d 8.41 (s, 1H), 7.87 (dd, J = 8.6, 5.0 Hz, 1H), 7.78 (d, J = 8.7 Hz, 1H), 7.11 (t, J = 8.8 Hz, 1H), 5.28-5.22 (m, 1H), 4.98 (q, J = 10 Hz, 2H), 3.82 (s, 3H), 3.80 (s, 3H), 3.31 (ddd, J = 17.6, 8.8, 5.5 Hz, 1H), 3.06 (ddd, J = 17.6, 8.7, 6.3 Hz, 1H), 2.44- 2.35 (m, 1H), 1.94-1.81 (m, 1H).

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, (1-Methyl-1H-[1,2,4]triazol-3-yl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ARBUTUS BIOPHARMA CORPORATION; COLE, Andrew G.; KULTGEN, Steven; PAMULAPATI, Ganapati Reddy; SPINK, Jan Michelle; (76 pag.)WO2019/200114; (2019); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 41253-21-8,Some common heterocyclic compound, 41253-21-8, name is Sodium 1,2,4-triazol-1-ide, molecular formula is C2H2N3Na, 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: 2-Chloro-N-(6-alkoxybenzo[d]thiazol-2-yl)acetamide (5 mmol) and sodium 1,2,4-triazole (6 mmol)were dissolved in N,N-dimethylformamide (10 mL) and stirred for 10 h at room temperature. Half of thesolvent was then evaporated, the solution was poured in 50 mL water, and extracted with ethyl acetate(30 mL 3). The ethyl acetate layer was dried over anhydrous MgSO4. After removing the solventunder reduced pressure, the crude product was obtained and recrystallized from dichloromethane toyield a white solid. N-(6-((3-Fluorobenzyl)oxy)benzo[d]thiazol-2-yl)-2-(1H-1,2,4-triazol-1-yl)acetamide (7a). White solid in55.1%. mp: 212-213 C. 1H-NMR (300 MHz, DMSO) delta12.73 (s, 1H, -CO-NH-), 8.59 (s, 1H, triazole-H),8.03 (s, 1H, triazole-H), 7.77-7.64 (m, 2H, Ar-H), 7.52-7.40 (m, 1H, Ar-H), 7.37-7.27 (m, 2H, Ar-H),7.23-7.10 (m, 2H, Ar-H), 5.33 (s, 2H, triazole -CH2-), 5.18 (s, 2H, -OCH2-). 13C-NMR (75 MHz, DMSO) delta166.31, 162.67 (d, J = 243.8 Hz), 156.09, 155.57, 152.04, 146.23, 142.99, 140.38 (d, J = 7.5 Hz), 133.21,130.94 (d, J = 8.4 Hz), 124.07 (d, J = 2.6 Hz), 121.88, 116.15, 115.08 (d, J = 21.0 Hz), 114.77 (d, J = 21.8 Hz),106.59, 69.42, 51.57. IR (KBr) cm1: 1605.72, 1556.78 (C=N). Tof-MS: m/z [M + H]+ 383.65.

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

Reference:
Article; Liu, Da-Chuan; Zhang, Hong-Jian; Jin, Chun-Mei; Quan, Zhe-Shan; Molecules; vol. 21; 3; (2016);,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 7411-23-6, A common heterocyclic compound, 7411-23-6, name is 3,5-Dibromo-1H-1,2,4-triazole, molecular formula is C2HBr2N3, 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.

Sodium hydrogen (423.17 mg) was added to a N,N-dimethylformamide solution (10 ml) of a compoundWX123-1 (2.0 g) at 0C, and the reaction was stirred for 0.5 hour at 0C. Isopropane iodide (1.57 g) was added to thereaction solution and the reaction was stirred at 25 C for 14 hours. After the reaction was completed, water (10 ml) wasadded to quench the reaction, and then water (20 ml) was added, and the solution was extracted with ethyl acetate (20ml) for three times. The mixed organic phase was washed with water (20 ml) twice, dried with anhydrous sodium sulfate,and then filtered and concentrated to obtain a crude product WX123-2. 1H NMR (400MHz, CHLOROFORM-d) delta = 3.88- 3.75 (m, 3H).

The synthetic route of 7411-23-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shandong Danhong Pharmaceutical Co., Ltd.; LUO, Zhi; LI, Xiaolin; YANG, Yaxun; YANG, Lele; LI, Peng; HE, Haiying; LI, Jian; CHEN, Shuhui; (155 pag.)EP3626699; (2020); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 7343-34-2, 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. 7343-34-2 name is 3,5-Dimethyl-4H-1,2,4-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.

5-cWoro-3-(3,5-dimethyl-lH-l,2,4-triazol-l-yl)pyridazine (23-2): To a stirring solution of 3,5-dichloropyridazine (23-1, 5.00 g , 33.5 mmol, 1.0 eq.) in tetrahydrofuran (125 ml) at 0 ¡ãC was added cesium carbonate (17.7 g, 50.3 mmol, 1.5 eq.), followed by 3,5-dimethyl-lH-l,2,4~triazole (3.25 g, 33.5 mmol, 1.0 eq.) in tetrahydrofuran (125 mL) dropwise. The resulting reaction mixture was stirred for 1 hour at the same temperature and then warmed to room temperature and stirred for another 3 hours, then heated to 60 ¡ãC and stirred for 6 hours. The solvent was removed under reduced pressure and the residue was diluted with water (200 mL) and extracted with DCM (3 chi 80 mL). The combined organic layers were dried over Na2S04, filtered and concentrated. The residue was purified by silica gel column chromatography (70percent ethyl acetate in hexanes) to afford 5-chloro-3-(3,5-dimethyl-lH-l,2,4-triazol-l-yl)pyridazine (23-2) as a white solid. 1H NMR (300 MHz, CDC13) delta 9.11 (d, 1H, J= 2.1 Hz), 8.20 (d, 1H, J= 2.1 Hz), 2.96 (s, 3H), 2.43 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3,5-Dimethyl-4H-1,2,4-triazole, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; COX, Christopher, D.; DUDKIN, Vadim, Y.; KIM, June, J.; KUDUK, Scott, D.; MCVEAN, Carol; REGER, Thomas; STEEN, Justin; STEELE, Thomas; WO2013/52526; (2013); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics