Category: Triazoles

Related Products of 584-13-4, 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. 584-13-4, name is 4H-1,2,4-Triazol-4-amine belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below.

Into a mixture of 78.75 mmol of 4-amino-1,2,4-triazole and 50 mmol of monochlorotriterpenoneAdd 150ml of acetonitrile and 50mmol of sodium tert-butoxide, and heat to 60C for 5h. Qualitative analysis, the content of monochlorotrifluoroacetone ?After 1 wt%, the temperature of the system was lowered to room temperature, and solids gradually precipitated. After the solids were completely precipitated, they were suction-filtered and the solids obtained by suction filtration were collected.Rinse with tetrahydrofuran to obtain 3,3-dimethyl-1-(1H-1,2,4-triazolium-1-yl)butan-2-one chloride as a solid sulfonium salt.10.5g, yield 96%;

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, 4H-1,2,4-Triazol-4-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Jiangsu Jianpai Agrochemical Co., Ltd.; Liu Zhiyong; Sun Yaquan; Liu Hui; Li Ming; (10 pag.)CN107118167; (2017); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 4928-87-4, 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. 4928-87-4, name is 1,2,4-Triazole-3-carboxylic acid belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below.

To a reaction of 1/7-1, 2, 4-triazole-3 -carboxylic acid (226 mg, 2.0 mmol) and 3,4- dimethoxyaniline (322 mg, 2.1 mmol) in dry DMF (10 mL) was added 1- hydroxybenzotriazole monohydrate (337 mg, 2.2 mmol) and EDC (N-(3- dimethylaminopropyl)-N’-ethylcarbodiimide) (422 mg, 2.2 mmol) followed by N- methylmorpholine (0.88 mL, 8.0 mmol via syringe). The mixture was stirred at room temperature under nitrogen and the solids were gradually dissolved. The contents were stirred at room temperature for 24.0 h, and then slowly diluted into ice cold water and extracted with DCM (50 mL x 2). The DCM phase was washed with cold water (100 mL x 2). The DCM phase was dried over anhydrous Na2S04, filtered and concentrated under reduced pressure and then chromatographed on silica gel using EtOAc as eluent to get the desired amide 1 (60 mg, 12% yield) as a light brown solid. -NMK (400 MHz, DMSO- de): <514.79 (br s, 1H), 10.34 (br s, 1H), 8.58 (br s, 1H), 7.55-7.44 (m, 2H), 6.94-6.93 (m, 1H), 3.76-3.74 (m, 6H) ppm. MH+ = 263.2 m/z. 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, 1,2,4-Triazole-3-carboxylic acid, other downstream synthetic routes, hurry up and to see. Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF COLORADO, A BODY CORPORATE; NATIONAL JEWISH HEALTH; WEMPE, Michael Fitzpatrick; VAZQUEZ-TORRES, Andres; DAI, Shaodong; (72 pag.)WO2020/41556; (2020); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

1157938-97-0, name is 1-(2,5-Difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanone, belongs to Triazoles compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Safety of 1-(2,5-Difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanone

Indium powder (15.4 g, 133.8 mmol) was dissolved in dry THF (150 mL).Replace with nitrogen three times, then cool to 0C and slowly add(S)-2-Bromo-propionitrile (8,90,66.9 mmol) stirring for 30 min,Then slowly adding 1-(2,5-difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanone dissolved in(9.95 g, 44.6 mmol) of dry THF (15 mL) was stirred at -10C for 10 hours,Until the disappearance of raw materials, filtration, the filtrate was added 200mL of n-hexane stirring for 40min,Cool, filter, wash with water, and dry to obtain (2S, 3R) andA mixture of (2R, 3S) 11.1 g, (yield 89.5%, d.e. > 99.2%).The resulting white solid was dissolved in 20 ml of toluene, 40 ml of methyl tert-butyl ether andIn a mixed solvent of 10 mL methanol,Add D-10-camphorsulfonic acid (7.09 g, 30.56 mmol) to heat the reaction to 60C,After reacting for 1 h, slowly cooling and cooling, filtering to obtain a white solid, then adding water,Stir with sodium bicarbonate and extract with dichloromethane.The organic phase was concentrated to obtain 9.4 g of the (2S,3R) diastereoisomer according to Formula (I).(Yield: 84.7%, e.e. > 99.1%, d.e. > 99.2%).The results of the LC-MS and H-NMR measurements of the resulting compound were the same as those described in Example 2.

The synthetic route of 1157938-97-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Liu Meijun; (18 pag.)CN106317044; (2017); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 4320-91-6, name is 2H-1,2,3-Triazole-2-acetic acid, molecular formula is C4H5N3O2, 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. HPLC of Formula: C4H5N3O2

A round bottom flask was charged with (2S,4R)-4-(4-fluorobenzyl)-N-(4-(4-fluorophenoxy)phenyl)pyrrolidine-2-carboxamide hydrochloride (150 mg, 0.37 mmole, 1 eq), prepared as in Reference 6, 2H-l,2,3-triazole-2-ylacetic acid (51 mg, 0.40 mmole, 1.1 eq), HATU (152 mg, 0.40 mmole, 1.1 eq) and DMF (1 mL). DIEA (195 muL, 1.11 mmole, 3 eq) was added and the mixture stirred at ambient temperature for 18 hours. The reaction mixture was partitioned between ethyl acetate and deionized water. The aqueous layer was separated and extracted twice with ethyl acetate. The combined organics were washed with 5% lithium chloride (3 x 5 mL), IN sodium bicarbonate (2 x 5 mL) and then deionized water (2 x 5 mL) and concentrated in vacuo. Product was purified from the residue via flash chromatography (silica, 5% MeOH, 95% EtOAc). Clean fractions were combined and concentrated in vacuo to afford Compound 50, (2S,4R)-l-(2-(2H-l,2,3-triazol-2- yl)acetyl)-4-(4-fluorobenzyl)-N-(4-(4-fluorophenoxy)phenyl)pyrrolidine-2- carboxamide (171 mg, 89% yield), as a white solid. Major isomer: 1H-NMR (400MHz, DMSO-D6): ? 9.97 (s, IH), 7.80 (s, 2H), 7.58-7.51 (m, 2H), 7.34-7.07 (m, 6H), 7.04-6.90 (m, 4H), 5.48 (q, 2H), 4.53-4.46 (m, IH), 3.85-3.76 (m, IH), 2.77-2.61 (m, 3H), 2.03-1.86 (m, 2H). MS (EI) for C28H25F2N5O3, found 517.9 (MH+).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4320-91-6, its application will become more common.

Reference:
Patent; EXELIXIS, INC.; IBRAHIM, Mohamed, Abdulkader; JEONG, Joon, Won; JOHNSON, Henry William, Beecroft; KEARNEY, Patrick; LEAHY, James, W.; LEWIS, Gary, L.; NOGUCHI, Robin, Tammie; NUSS, John, M.; WO2010/45580; (2010); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 63666-11-5, 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 63666-11-5 as follows.

A suspension of ethyl 5-amino-lH-l,2,4-triazole-3-carboxylate in acetic anhydride was refluxed for 30 min. Excess acetic anhydride was evaporated. Water was added to the residue and the mixture was stirred overnight. The colourless product was filtered off, washed with water and dried to obtain 0.134 g (53% yield) of the product. 1H-NMR (40 MHz, DMSO-d6): 1.35 (3H. t. OCH2CH3), 2.12 (3H, s, COC), 4.3 (2H, q, OCH2CH3), 11.71 (1H, s, NHCO), 13.74 (1H, s, NH-triazole)

According to the analysis of related databases, 63666-11-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; 4SC DISCOVERY GMBH; LEBAN, Johann; ZAJA, Mirko; WO2014/1464; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 118863-62-0,Some common heterocyclic compound, 118863-62-0, name is 3-(4-Bromophenyl)-1H-[1,2,4]triazole, molecular formula is C8H6BrN3, 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.

1.5 g of 3-(4-bromophenyl)-l77-l, 2, 4-triazole prepared in Step 2 was dissolved in (0678) 5.0 mL of N. N-d i m e th y 1 fo rm am i dc . and the resulting reaction mixture was cooled to 0 C. To the reaction mixture, 0.32 g of sodium hydride was added, and then the reaction mixture was stirred for 30 minutes. 1.67 g of (2-(chloromethoxy)ethyl)trimethylsilane was added thereto and the reaction mixture was then stirred at 0C for 15 minutes and additionally stirred at room temperature for 2 hours further. After addition of distilled water, the reaction mixture was extracted with dichloromethane. The extract was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure to give a residue as a yellow liquid. The residue was purified with silica gel column chromatography (developing solvent: n- hexane/ethyl acetate= 2/1) to give 1.1 g of the title compound as a white solid (yield: (0679) 46.4 %). -NMR (CDCb, 400MHz) d 8.20(s, 1H), 7.8 l-7.79(m, 1H), 7.76-7.74(m, 1H), 7T4(d, 1H), 6.97(d, 1H), 3.96(s, 3H), 3.83(d, 2H), 2T5-2. lO(m, 1H), l.06(d, 6H)

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

Reference:
Patent; YUHAN CORPORATION; HAN, Tae Dong; TAK, Hee Jae; KIM, Eun Kyung; CHOI, Su Bin; PARK, Sol; KIM, Dong Hoon; KIM, So Young; CHOI, Hyun Ho; KIM, Tae Wang; JU, Mi Kyeong; HA, Na Ry; LEE, Eui Chul; (247 pag.)WO2019/180646; (2019); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

288-36-8, name is 1H-1,2,3-Triazole, belongs to Triazoles compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. name: 1H-1,2,3-Triazole

To a stirred solution of compound 54 (5.00 g, 74.55 mmol) in DCM (100 mL) was added 3,4-dihydro-2H-pyran (6.90 g, 82.00 mmol) and p-Toluenesulfonic acid (0.62 g, 3.62 mmol), the mixture was stirred at rt for 16 h, TLC showed that the start materials was consumed up, stopped the reaction, concentrated in vacuo, the residue was purified by column (EtO Ac/Hex 1/10 to 1/6) to give compound 55 (9.00 g, 81% yield) as a colorless oil. MS (ESI) (M/Z): [M+H]+ =154.1; 1H NMR (400 MHz, CDC13) delta 7.67 (s, 2H), 5.73 (dd, 7 = 9.1, 2.7 Hz, 1H), 4.03 (ddd, 7 = 11.7, 3.7, 2.4 Hz, 1H), 3.79 – 3.69 (m, 1H), 2.48 – 2.38 (m, 1H), 2.16 – 2.04 (m, 2H), 1.77 – 1.69 (m, 2H), 1.67 – 1.61 (m, 1H).

The synthetic route of 288-36-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ZHANG, Hai-Jun; (63 pag.)WO2018/217439; (2018); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 1338226-21-3,Some common heterocyclic compound, 1338226-21-3, name is 3-(Chloromethyl)-4-methyl-1H-1,2,4-triazol-5(4H)-one, molecular formula is C4H6ClN3O, 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 75L flask was charged a 9.63wt% solution of 3-(chloromethyl)-4-methyl-1H-1,2,4-triazol-5(4H)-one in NMP (11.6 kg,7.55 mol), 3 -chloro-5 -((2-oxo-4-(trifluoromethyl)- 1 ,2-dihydropyridin-3 -yl)oxy)benzonitrile (2.00 kg, 6.29 mol), NMP (3.8 L) and 2-methyl-2-butanol (6.0 L). To the resulting suspension was slowly added N,N-diisopropylethylamine (4.38 L, 25.2 mol) over 4h. The reaction was aged 18h at ambient temperature. The reaction is considered complete when HPLC indicated <1% 3 -chloro-5 -((2-oxo-4-(trifluoromethyl)- 1 ,2-dihydropyridin-3 -yl)oxy)benzonitrileremaining. The tan solution was quenched with acetic acid (1.26 L, 22.0 mol) and aged at ambient temperature overnight. The tan solution was warmed to 70 C. Water (2.52 L) was added and the batch was seeded with anhydrate Form 11(134 g)(procedures for making anhydrate Form II are described in W02014/052171). The thin suspension was aged lh at 70C. Additional water (14.3 L) was added evenly over 7 h. The slurry was aged 2h at 70 C andthen slowly cooled to 20 C over 5 h. The slurry was filtered and washed with 2 :1 NMP/water(6 L), followed by water washes (6 L x 2). The filter cake was dried under N2 to give 2.53 kg(85% yield) of a white solid that was confirmed to be crystalline Form II of the title compoundby X-ray powder defraction analysis. These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-(Chloromethyl)-4-methyl-1H-1,2,4-triazol-5(4H)-one, its application will become more common. Reference:
Patent; MERCK SHARP & DOHME CORP.; CAO, Yang; GAUTHIER, Donald, R., Jr.; HUMPHREY, Guy, R.; ITOH, Tetsuji; JOURNET, Michel; QIAN, Gang; SHERRY, Benjamin, D.; TSCHAEN, David, M.; WO2015/84763; (2015); A2;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 288-88-0, 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. 288-88-0 name is 1H-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.

Add 1,2,4-triazole (17.44 g, 252.5 mmol),Sodium hydroxide (10.4g, 259.9mmol),2.8 g of triethylbenzyl ammonium chloride and 10 g of N, N-dimethylformamide were put into a reaction flask,After preheating to 80 C,Started the dropwise addition of 2- (4-chlorophenethyl) -2-tert-butylethylene oxide (59.1 g, 247.5 mmol),Control temperature ?95 during dropping,After the addition,Incubate at 98 102 for 2 3h,After the incubation period, add a water layer, wash the organic layer with water to pH <8, and after the organic layer is desolved under negative pressure,74.5 g of finished tebuconazole is obtained,Content 97.8%,The yield was 95.6%. At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1H-1,2,4-Triazole, and friends who are interested can also refer to it. Reference:
Patent; Jiangsu Qi Zhou Green Chemical Co., Ltd.; Chen Jia; Jiang Yuhua; Zhou Wei; Cai Junyi; Ding Fei; (6 pag.)CN110563660; (2019); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 584-13-4, A common heterocyclic compound, 584-13-4, name is 4H-1,2,4-Triazol-4-amine, molecular formula is C2H4N4, 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.

4.41 g (0.0525 mol) of 4-amino-4H-1,2,4-triazole and 11.26 g (99.28%, 0.05 mol) of 2-chloro-1-(2,4-dichlorophenyl)ethanone Place in a 250 ml three-necked flask and stir with 100 ml of isopropanol.Heating under reflux for 4 hours; the product crystallized at the reflux temperature,The reaction mixture was cooled, filtered and washed with isopropyl alcohol.After drying, the product was 11.073g (72%).Mp. 214-215C;

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; Qilu Normal College; Liu Zhongqiang; (17 pag.)CN108929207; (2018); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics