Category: Triazoles

Some common heterocyclic compound, 15294-81-2, name is 4,5-Dibromo-1H-1,2,3-triazole, molecular formula is C2HBr2N3, 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. Quality Control of 4,5-Dibromo-1H-1,2,3-triazole

Example 160: Preparation of 4,5-dibromo-l-methyl-lH-[1.2.31triazole and 4,5-dibromo- 2-methyl-2H-r 1 ,231triazole(A) (B)To a solution of 4,5-dibromo- IH-[1, 2,3]triazole (2.26 g, 10 mmol) (Example 159) and triethyl amine (1.5 ml, 10 mmol) in dichloromethane (50 ml), was added methyl iodide (625 mul, 10 mmol). The reaction mixture was stirred at room temperature for 24 hours. More triethyl amine (0.75 ml, 5 mmol) and more methyl iodide (312 mul, 5 mmol) were added and the mixture was stirred for 3 hours. The reaction mixture was quenched with aqueous ammonium chloride (saturated, 15 ml). The organic extract was dried over magnesium sulfate and concentrated and the residue was purified by column chromatography on silica gel (eluent 10-30% ethyl acetate in hexane) to give 4,5-dibromo-2- methyl-2H-[l ,2,3]triazole (isomer B) (625 mg, 26% yield) and 4,5-dibromo- 1-methyl- IH-[1, 2,3]triazole (isomer A) (825 mg, 34% yield). Isomer A 1H-NMR (400 MHz, CDCl3): 4.09 (s, 3H, Me) ppm. Isomer B 1H-NMR (400 MHz, CDCl3): 4.18 (s, 3H, Me) ppm.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 15294-81-2, its application will become more common.

Reference:
Patent; SYNGENTA LIMITED; WO2007/71900; (2007); 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. 15988-11-1, name is 4-Phenyl-1,2,4-triazolidine-3,5-dione, A new synthetic method of this compound is introduced below., Computed Properties of C8H7N3O2

General procedure: A mixture of dimedone (1, 1 mmol), 4-phenylurazole (2, 1 mmol), aromatic aldehyde (3a-h, 1mmol) and S-LCCO nano perovskite (0.01 g) was mixed in a high-pressure Teflon reactor, which was equipped with a magnetic stirrer and an optical fiber, which was implemented to control the reaction’s temperature. The reaction mixture was irradiated by 400 W microwave at 80 oC, for the specified reaction times. TLC with n-hexan:ethylacetate eluent was used to monitor the progress of the reactions. After reaction completion and cooling, the reaction mixtures were filtered and washed with ethanol to separate the catalyst. First, 10 mL water was added to the solution. Then, EtOH/H2O (4:1) was added to crystallize the water insoluble crude products. Then the crystals were filtered to achieve pure products (4a-h).

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; Zahedi, Najmeh; Javid, Ali; Mohammadi, Mohammad Kazem; Tavakkoli, Haman; Bulletin of the Chemical Society of Ethiopia; vol. 32; 2; (2018); p. 239 – 248;,
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 3641-13-2 as follows. Quality Control of 5-Amino-4H-1,2,4-triazole-3-carboxylic acid

0.2mmol, 0.0252g H2atrc, 0.2mmol, 0.0389g 4,4?-bipy and 0.2mmol, 0.0520g CdSO4¡¤8/3H2O mixed with 10mL H2O and 5mL EtOH were placed in a 25mL Teflon-lined stainless-steel autoclave. The mixture was kept inside a furnace at 110C for 5 days, and then naturally cooled to ambient temperature. The colorless platelet crystals of 1 suitable for X-ray diffraction were collected after soak clearing with water and ethanol. Yield based on Hatrz: 23.1mg, 39.48%. IR data (in KBr, cm-1) for 1: 3428(m), 3339(m), 3268(w), 3204(w), 3147(w), 2987(w), 2859(w), 1643(m), 1592(m), 1528(w), 1413(w), 1362(w), 1278(w), 1125(s), 1055(m), 882(w), 805(w), 600(w), 460(w).

According to the analysis of related databases, 3641-13-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Liu, Bing; Feng, Hui-Jun; Zhang, Zong-Hui; Xu, Ling; Jiao, Huan; Journal of Molecular Structure; vol. 1098; (2015); p. 240 – 245;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

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

Intermediate 2 3,5-Dibromo-l-(2-methylallyl)-lH-l,2,4-triazole 3,5-Dibromo-lH-l,2,4-triazole (1.5 g, 6.61 mmol) in DMF (13 mL) was treated with sodium tert- pentoxide (0.728 g, 6.61 mmol) and the mixture was stirred for 10 min at rt under nitrogen atmosphere. 3-Bromo-2-methylprop-l-ene (0.667 mL, 6.61 mmol) was added and the mixture was stirred at 40C for 2 hours. The mixture was poured onto water and extracted with diisopropylether (2x). The organic phase was washed with water (2x), brine and dried (sodium sulfate). The solvents were evaporated to give the title compound as a liquid (1.70 g, 91%). GCMS (CI) m/z 281 [M+]. XH NMR (400 MHz, CDCI3) delta ppm 1.74 (d, 3 H) 4.69 (s, 2 H) 4.81 – 4.86 (m, 1 H) 5.05 (dd, 1 H).

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

Reference:
Patent; ACTURUM LIFE SCIENCE AB; BESIDSKI, Yevgeni; YNGVE, Ulrika; PAULSEN, Kim; LINDE, Christian; NORDVALL, Gunnar; MACSARI, Istvan; MALMBORG, Jonas; WO2014/195321; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 61-82-5,Some common heterocyclic compound, 61-82-5, name is 1H-1,2,4-Triazol-5-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: A mixture of 3-amino-1,2,4-triazole or benzimidazole (1.0 mmol), benzaldehyde (1.0 mmol), dimedone (1.0 mmol), and acetonitrile (5 mL) was taken in a round bottom flask and added iodine (10 mol %) and stirred at 80 C for 10 min. After completion of the reaction, as monitored by TLC, the reaction mass was cooled to room temperature and the solid separated was filtered and washed with water and dried at reduced pressure.Data of representative examples

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

Reference:
Article; Puligoundla, Ravinder Goud; Karnakanti, Shuklachary; Bantu, Rajashaker; Nagaiah, Kommu; Kondra, Sudhakar Babu; Nagarapu, Lingaiah; Tetrahedron Letters; vol. 54; 20; (2013); p. 2480 – 2483;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

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. 138479-53-5, name is 2-[1,2,4]Triazol-1-yl-benzaldehyde belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 2-[1,2,4]Triazol-1-yl-benzaldehyde

A reaction mixture of 4-(2-amino-pyrimidin-5-yl)-N1-(l, l-dimethyl-propyl)-benzene-l,2- diamine (130 mg, 0.48 mmol), 2- 1,2,4-triazol- l-yl-benzaldehyde (110 mg, 0.64 mmol) and L-proline (5 mg) in MeOH (25 mL) is refluxed for 16 hours. The reaction mixture is allowed to cool to room temperature and is concentrated under reduced pressure. The residue is purified by silica gel flash column chromatography with 8% MeOH in CH2C12 as the eluent to afford 5-[l-(l, l-dimethyl-propyl)-2-(2-l,2,4-triazol- l-yl-phenyl)-lH- benzimidazol-5-yl]-pyrimidin-2-ylamine. LCMS (ESMS): m/z 425.20 (M++l)

The synthetic route of 138479-53-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; CHEN, Zhidong; HAO, Ming-Hong; LIU, Weimin; LO, Ho-Yin; LOKE, Pui Leng; MAN, Chuk, Chui; MORWICK, Tina, Marie; NEMOTO, Peter, Allen; TAKAHASHI, Hidenori; TYE, Heather; WU, Lifen; WO2011/68821; (2011); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 15988-11-1, These common heterocyclic compound, 15988-11-1, name is 4-Phenyl-1,2,4-triazolidine-3,5-dione, 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: General procedure for the synthesis oftriazolo[1,2-a]indazole-trione (1a-g) and2H-indazolo[2,1-b]phthalazine-triones (2a-g)To a well-ground mixture of arylaldehyde (1 mmol), dimedone(0.140 g, 1 mmol) and 4-phenylurazole (0.177 g, 1 mmol) or2,3-dihydrophthalazine-1,4-dione (0.162 g, 1 mmol), was added[Et3N-SO3H]HSO4[(0.028 g, 0.1 mmol) for the preparation of1a-gor (0.042 g, 0.15 mmol] for the synthesis of2a-g}. Theobtained mixture was firstly stirred magnetically at 90C, andafter solidification of the reaction mixture, it was stirred with asmall rod at same temperature. After the reaction was completed(as observed by TLC), the reaction mixture was cooled to roomtemperature, water (2 mL) was added, stirred for 3 min, andfiltered. The solid residue was recrystallized from EtOH/H2O(4/1) to give the pure product.

The synthetic route of 15988-11-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zare, Abdolkarim; Masihpour, Fatemeh; Phosphorus, Sulfur and Silicon and the Related Elements; vol. 191; 8; (2016); p. 1160 – 1165;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 13423-60-4,Some common heterocyclic compound, 13423-60-4, name is 1-Phenyl-1H-1,2,4-triazole, molecular formula is C8H7N3, 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: Solutions of 3.0 mmol of 3-methylindole (for the synthesis of 10a-d) and 4.0 mmol of 3-methylpyrrolo[2,3-b]pyridine (for thesynthesis of 19a-d), respectively, in 10 mL of dioxane or acetonewere treated under an inert atmosphere with 5.3 mmol (10a-d) or4.0 mmol (19a-d) of the imidazoles 9aed, or 5.3 mmol of 1-phenyl-1,2,4-triazole (23). Then the solutions were cooled to12-15 C and 4.4 mmol of N-bromosuccinimide (NBS) was added portionwise within 5 min. After stirring over a period of 30 min theimidazolium salts were filtered off (10aed) or precipitated by additionof a mixture of ethanol and diethyl ether (19a-d). The products were obtained as colorless to slightly yellow solids.

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

Reference:
Article; Pidlypnyi, Nazar; Wolf, Sebastian; Liu, Ming; Rissanen, Kari; Nieger, Martin; Schmidt, Andreas; Tetrahedron; vol. 70; 45; (2014); p. 8672 – 8680;,
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. 942060-54-0, name is 4-Bromo-2,5-dimethyl-2H-1,2,3-triazole, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 4-Bromo-2,5-dimethyl-2H-1,2,3-triazole

A solution of 4-bromo-2,5-dimethyl-triazole (107 mg, 0.611 mmol), 4-[7-tert-butyl-5-(4- chloro-3-fluoro-phenyl)furo[3,2-b]pyridine-2-carbonyl]-3,3-dimethyl-piperazin-2-one (200 mg, 0.4368 mmol) (Intermediate I) and K3P04 (185 mg, 0.873 mmol) in DMF (2.2 mL) is charged in a sealed 4 mL vial, flushed with nitrogen, added iodocopper (87.3 mg, 0.459 mmol) and N,N’-dimethylethane-1,2-diamine (46 mg, 55 iL, 0.524 mmol), and is flushed once more with nitrogen. The reaction is stirred at 100 C for three hours. The mixture is then filtered and purified using reverse phase prep. HPLC to afford 4-[7-tert-butyl-5-(4-chloro-3-fluoro- phenyl)furo[3,2-b]pyridine-2-carbonyl]-1-(2,5-dimethyltriazol-4-yl)-3,3-dimethyl-piperazin-2-one (110 mg, 45%). 1H NMR (400 MHz, DMSO-d6) 6 8.15 (dd, J = 11.0, 2.1 Hz, 1H), 8.07 – 7.97 (m, 1H), 7.82 (s, 1H), 7.72 – 7.66 (m, 1H), 7.63 (s, 1H), 4.02 (s, 5H), 3.92 (d, J = 5.2 Hz, 2H), 2.04 (s, 3H), 1.80 (s, 6H), 1.50 (s, 9H). ESI-MS m/z calc. 552.2052, found 554.64 (M+1)+; Retention time:4.29 minutes, Method J.

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 942060-54-0.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; LIU, Bingcan; DORICH, Stephane; DE LESELEUC, Mylene; DUPONT-GAUDET, Kristina; JAMES, Clint, Alwyn; VAILLANCOURT, Louis; BEAULIEU, Marc-Andre; STURINO, Claudio; (236 pag.)WO2018/57588; (2018); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

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. 6523-49-5, name is 4-(1,2,4-Triazol-1-yl)aniline belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 4-(1,2,4-Triazol-1-yl)aniline

To a solution of formamidine from Step 4 (429mg, 1.045mmol) in acetic acid (3ml) was added the 4-triazolylaniline (184mg, 1.15mmol). The reaction was heated to 1250C for Ih. The mixture was cooled down basified with 15ml of 2N NaOH and the resulting precipitate isolated by filtration then dissolved in DCM and purified by column chromatography on silica with DCM / EtOH / NH3 400:8:1 up to 50:8:1 to give after concentration a cream solid (136mg, 25%). LC-MS rt 2.1 m/z 526 ES+.1H NMR (D6-DMSO) delta 10.06 (IH, broad s), 9.29 (IH, s), 8.82 (IH, s), 8.65 (IH, s) 8.21 (2H, m), 8.07 (2H, m), 7.83(4H, m), 7.69 (IH, d, J 10Hz), 7.32 (IH, dd, J 10Hz, 5Hz), 4.17 (2H, t, J 7.5Hz), 3.58 (4H, t, J 2.5Hz), 3.34 (2H, m, obscured by H2O), 2.40 (4H, t, J 2.5Hz), 1.92 (2H, t, J 7.5Hz).

The synthetic route of 6523-49-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARROW THERAPEUTICS LIMITED; WO2007/80401; (2007); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics