Category: 15294-81-2

15294-81-2, name is 4,5-Dibromo-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. Computed Properties of C2HBr2N3

Iodomethane (1.819 mL, 29.1 mmol) was added cautiously to a suspension of 4,5- dibromo-lH-l,2,3-triazole (4.4 g, 19.40 mmol) and potassium carbonate (5.36 g, 38.8 mmol) in THF (20 mL) at room temperature. The resulting mixture was stirred overnight. The reaction was poured into water (50 mL) and extracted with ethyl acetate (3×100 mL). The combined organics were washed with brine (50 mL), dried over sodium sulphate, filtered and concentrated in vacuo. Purification was by silica gel chromatography (eluted with a 0-50% ethyl acetate/isohexane) to give 4,5-dibromo-l-methyl-lH-l,2,3-triazole as a white solid (M+H 239.7; LCMS method 2).

The synthetic route of 15294-81-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IRM LLC; NOVARTIS AG; TELLEW, John Edward; WANG, Xia; WAN, Yongqin; XIE, Yun Feng; PAN, Shifeng; JIANG, Jiqing; XIE, Yongping; HUNT, Thomas Anthony; EDWARDS, Lee; BEATTIE, David; HEALY, Mark Patrick; WEST, Ryan; LISTER, Andrew Stuart; WO2012/138648; (2012); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 15294-81-2,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.

Example 121: Preparation of 4,5-dibromo-l-methyl-lH-[l,2,3″|triazole and 4,5-dibromo- 2-methyl-2H-[l .2.31triazole(A) (B) To a solution of 4,5-dibromo- IH-[1, 2,3]triazole (2.26 g, 10 mmol) (Example 120) 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 by addition of aqueous ammonium chloride (saturated) (15 ml). The phases were separated and the organic phase was dried over magnesium sulfate and concentrated. 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 4,5-Dibromo-1H-1,2,3-triazole, its application will become more common.

Reference:
Patent; SYNGENTA LIMITED; WO2007/96576; (2007); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

15294-81-2, name is 4,5-Dibromo-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. HPLC of Formula: C2HBr2N3

15.38 g (67.79 mmol) of 4,5-dibromo-1H-1,2,3-triazole, 24.80 g (203.38 mmol) of phenylboronic acid, 7.83 g (6.78 mmol) of tetrakis(triphenylphosphine)palladium(0), and 18.74 g (135.59 mmol) of potassium carbonate were added to a mixed solution including 170 mL of tetrahydrofuran and 70 mL of water, and stirred under reflux. After the reaction was completed, the reaction product was cooled to room temperature, and an aqueous solution layer was removed therefrom by extraction. The resultant was filtered under reduced pressure through silica gel, and the filtrate was concentrated under reduced pressure. The product obtained therefrom was separated by silica gel column chromatography to obtain 7.31 g (yield of 49%) of Intermediate (D). (0279) LC-Mass (Calcd: 221.10 g/mol, Found: M+1=222 g/mol)

The synthetic route of 15294-81-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Samsung Electronics Co., Ltd.; Samsung SDI Co., Ltd.; KWON, Eunsuk; KIM, Sangmo; KIM, Jongsoo; SON, Jhunmo; JEON, Soonok; CHUNG, Yeonsook; JUNG, Yongsik; CHWAE, Jun; (150 pag.)US2019/334095; (2019); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

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

Adding a certain compound to certain chemical reactions, such as: 15294-81-2, name is 4,5-Dibromo-1H-1,2,3-triazole, 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 15294-81-2, Product Details of 15294-81-2

Intermediate 14e (0554) 4,5-Dibromo-2-methyl-2H-l,2,3-triazole Batch 1 : To a solution of 4,5-dibromo-lH-triazole (Intermediate 14f; 490.00 g, 2.16 mol) in DMF (3.2 L) was added potassium carbonate (358.23 g, 2.59 mol). The mixture was cooled to -10¡ãC under a nitrogen atmosphere and iodomethane (147.91 mL, 2.38 mol) was added dropwise. The reaction was then stirred at 25¡ãC for 16 hours. Batch 2: To a solution of 4,5-dibromo-lH-triazole (Intermediate 14f; 400 g, 1.76 mol, 1.00 eq) in DMF (2.8 L) was added potassium carbonate (291.9 g, 2.11 mol). The mixture was cooled to – 10¡ãC under a nitrogen atmosphere and iodomethane (131.48 mL, 2.11 mol) was added dropwise. The reaction was then stirred at 25¡ãC for 16 hours. Batches 1 and 2 were then combined and the reaction was quenched by the addition of water (4.2 L) and the aqueous phase extracted with MTBE (7 L x 3). The organic extract was concentrated under vacuum to approximately 700 mL and isopropanol (2 L) was added dropwise. This mixture was then stirred at 25 ¡ãC for 2 hours and the resulting precipitate filtered and dried under vacuum to afford undesired 4,5-dibromo-l-methyltriazole (220 g, 23.5percent) as a solid which showed the following NMR spectral data: FontWeight=”Bold” FontSize=”10″ H NMR (400MHz, CDCb) delta 4.09 (s, 3H). 13CNMR (400MHz, CDCb) delta 123.03, 113.09, 37.00. The filtrate was concentrated under vacuum to afford an oil, isopropanol (1 L) was added and resulting solution was warmed to 50 ¡ãC and then water (3 L) was added dropwise. The mixture was cooled to 25¡ãC and stirred for 5 hours and the resulting precipitate was collected by filtration, washed with water (300 mL x 2) and, dried under vacuum at 50¡ãC for 16 hours to afford 4,5-dibromo-2- methyl-2H-l,2,3-triazole (Intermediate 14e; 570 g, 60.8percent yield) as a solid. FontWeight=”Bold” FontSize=”10″ H NMR (400MHz, CDCb) delta 4.18 (s, 3H). 13C NMR (400MHz, CDCb) delta 124.25, 43.07.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; ASTRAZENECA AB; WARD, Richard, Andrew; JONES, Clifford, David; FERON, James, Lyman; (80 pag.)WO2017/80980; (2017); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 15294-81-2, These common heterocyclic compound, 15294-81-2, name is 4,5-Dibromo-1H-1,2,3-triazole, 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.

Intermediate 14e (0554) 4,5-Dibromo-2-methyl-2H-l,2,3-triazole Batch 1 : To a solution of 4,5-dibromo-lH-triazole (Intermediate 14f; 490.00 g, 2.16 mol) in DMF (3.2 L) was added potassium carbonate (358.23 g, 2.59 mol). The mixture was cooled to -10C under a nitrogen atmosphere and iodomethane (147.91 mL, 2.38 mol) was added dropwise. The reaction was then stirred at 25C for 16 hours. Batch 2: To a solution of 4,5-dibromo-lH-triazole (Intermediate 14f; 400 g, 1.76 mol, 1.00 eq) in DMF (2.8 L) was added potassium carbonate (291.9 g, 2.11 mol). The mixture was cooled to – 10C under a nitrogen atmosphere and iodomethane (131.48 mL, 2.11 mol) was added dropwise. The reaction was then stirred at 25C for 16 hours. Batches 1 and 2 were then combined and the reaction was quenched by the addition of water (4.2 L) and the aqueous phase extracted with MTBE (7 L x 3). The organic extract was concentrated under vacuum to approximately 700 mL and isopropanol (2 L) was added dropwise. This mixture was then stirred at 25 C for 2 hours and the resulting precipitate filtered and dried under vacuum to afford undesired 4,5-dibromo-l-methyltriazole (220 g, 23.5%) as a solid which showed the following NMR spectral data: FontWeight=”Bold” FontSize=”10″ H NMR (400MHz, CDCb) delta 4.09 (s, 3H). 13CNMR (400MHz, CDCb) delta 123.03, 113.09, 37.00. The filtrate was concentrated under vacuum to afford an oil, isopropanol (1 L) was added and resulting solution was warmed to 50 C and then water (3 L) was added dropwise. The mixture was cooled to 25C and stirred for 5 hours and the resulting precipitate was collected by filtration, washed with water (300 mL x 2) and, dried under vacuum at 50C for 16 hours to afford 4,5-dibromo-2- methyl-2H-l,2,3-triazole (Intermediate 14e; 570 g, 60.8% yield) as a solid. FontWeight=”Bold” FontSize=”10″ H NMR (400MHz, CDCb) delta 4.18 (s, 3H). 13C NMR (400MHz, CDCb) delta 124.25, 43.07.

The synthetic route of 15294-81-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; WARD, Richard, Andrew; JONES, Clifford, David; FERON, James, Lyman; (80 pag.)WO2017/80980; (2017); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 15294-81-2, 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 15294-81-2 as follows.

Iodomethane (1.819 mL, 29.1 mmol) was added cautiously to a suspension of 4,5- dibromo-lH-l,2,3-triazole (4.4 g, 19.40 mmol) and potassium carbonate (5.36 g, 38.8 mmol) in THF (20 mL) at room temperature. The resulting mixture was stirred overnight. The reaction was poured into water (50 mL) and extracted with ethyl acetate (3×100 mL). The combined organics were washed with brine (50 mL), dried over sodium sulphate, filtered and concentrated in vacuo. Purification was by silica gel chromatography (eluted with a 0-50percent ethyl acetate/isohexane) to give 4,5-dibromo-l-methyl-lH-l,2,3-triazole as a white solid (M+H 239.7; LCMS method 2).

According to the analysis of related databases, 15294-81-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; IRM LLC; NOVARTIS AG; TELLEW, John Edward; WANG, Xia; WAN, Yongqin; XIE, Yun Feng; PAN, Shifeng; JIANG, Jiqing; XIE, Yongping; HUNT, Thomas Anthony; EDWARDS, Lee; BEATTIE, David; HEALY, Mark Patrick; WEST, Ryan; LISTER, Andrew Stuart; WO2012/138648; (2012); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 15294-81-2, A common heterocyclic compound, 15294-81-2, name is 4,5-Dibromo-1H-1,2,3-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.

Example 121: Preparation of 4,5-dibromo-l-methyl-lH-[l,2,3″|triazole and 4,5-dibromo- 2-methyl-2H-[l .2.31triazole(A) (B) To a solution of 4,5-dibromo- IH-[1, 2,3]triazole (2.26 g, 10 mmol) (Example 120) 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 by addition of aqueous ammonium chloride (saturated) (15 ml). The phases were separated and the organic phase was dried over magnesium sulfate and concentrated. The residue was purified by column chromatography on silica gel (eluent: 10-30percent ethyl acetate in hexane) to give 4,5-dibromo-2-methyl-2H-[l,2,3]triazole (isomer B) (625 mg, 26percent yield) and 4,5-dibromo- 1 -methyl- IH-[1, 2,3]triazole (isomer A) (825 mg, 34percent 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.

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; SYNGENTA LIMITED; WO2007/96576; (2007); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 15294-81-2, name is 4,5-Dibromo-1H-1,2,3-triazole, 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 15294-81-2, 15294-81-2

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.

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, 4,5-Dibromo-1H-1,2,3-triazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SYNGENTA LIMITED; WO2007/71900; (2007); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics