Category: 50594-78-0

Some common heterocyclic compound, 50594-78-0, name is 5-Fluoro-2-nitrobenzonitrile, molecular formula is C7H3FN2O2, 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: C7H3FN2O2

[0593] (a) Preparation of 5-[((2S)-1-methylpyrrolidin-2-yl)methoxy]-2-nitrobenzenecarbonitrile. To a slurry of 60% NaH (956 mg, 24 mmol) in THF (100 mL) was added (S)-(-)-1-methyl-2-pyrolidinemethanol (Aldrich) (2.8 mL, 24 mmol) resulting in gas evolution. After 30 min, 5-fluoro-2-nitrobenzonitrile (Combi Blocks) (3.3 g, 20 mmol) was added. After 3 h the reaction solvent was removed in vacuo and the residue was partitioned between CH2Cl2 and H2O. The aqueous layer was extracted with CH2Cl2 and the combined organics were dried over Na2SO4 and concentrated in vacuo to give a red oil. MS m/z: 262 (M+1). Calc’d for C13H15N3O3-261.11.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 50594-78-0, its application will become more common.

Reference:
Patent; Huang, Qi; Kaller, Matthew; Nguyen, Thomas; Norman, Mark H.; Rzasa, Robert; Wang, Hui-Ling; Zhong, Wenge; US2003/229068; (2003); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 50594-78-0, A common heterocyclic compound, 50594-78-0, name is 5-Fluoro-2-nitrobenzonitrile, molecular formula is C7H3FN2O2, 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.

A mixture of 5-fluoro-2-nitrobenzonitrile (9.7Og, 58mmol) and 10% palladium on charcoal (Ig) in MeOH (20OmL) was stirred under an atmosphere of hydrogen for 5h. The mixture was filtered through a pad of celite and evaporated. The residue was triturated with Et2O-hexane EPO (4OmL / 1:3) and filtered. Evaporation of the filtrate afforded the product as a pale yellow solid (4.65g, 58%). 1H NMR (CDCl3) 7.09 (2H, m), 6.71 (IH5 m), 4.29 (2H, bs).

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; JAMES BLACK FOUNDATION; WO2006/129120; (2006); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 50594-78-0, 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. 50594-78-0 name is 5-Fluoro-2-nitrobenzonitrile, 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.

Step 1 :To a solution of 2-methoxyethanol (9.6 ml_, 122 mmol) in THF at O0C was added NaH (60% in oil, 4.8 g, 122 mmol). The mixture was stirred at O0C for 15 min. To this solution was added 5-fluoro-2-nitrobenzonitrile (15.0 g, 103 mmol). The solution was then allowed to warm to RT and stirred at ambient temperature for 48 hours. The solution was partitioned between EtOAc and water. The water layer was extracted with EtOAc. The organic layer was dried over Na2SO4, filtered and concentrated. The crude product was purified via flash chromatography (SiO2: gradient elution, 100:0 to 10:90 hexanes: EtOAc) to afford the ether (21.7 g, 95%) as a light yellow liquid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Fluoro-2-nitrobenzonitrile, and friends who are interested can also refer to it.

Reference:
Patent; SCHERING CORPORATION; WO2009/5646; (2009); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 50594-78-0, name is 5-Fluoro-2-nitrobenzonitrile, A new synthetic method of this compound is introduced below., Product Details of 50594-78-0

5-Fluoro-2-nitrobenzenecarbonitrile (1.02 equivalents) and N- methylpiperazine (1.0 equivalents) were dissolved in NMP. Triethylamine (2.1 equivalents) was added, and the resulting solution heated at 100 C for 1 hour. The solution was cooled to room temperature and poured into H20. A precipitate formed which was filtered to yield the desired product as a green solid. LC/MS M/Z 247.3 (MH+), Rt 1.46 minutes.

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; CHIRON CORPORATION; WO2004/18419; (2004); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 50594-78-0, 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. 50594-78-0 name is 5-Fluoro-2-nitrobenzonitrile, 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.

Tert-butyl [1-(4-amino-3-cyanophenyl)pyrrolidin-3-yl]methylcarbamate 2-Cyano-4-fluoro-1-nitrobenzene was treated with tert-butyl methylpyrrolidin-3-yl-carbamate and subsequently reduced by method C-a. This resulted in the product with the molecular weight of 316.41 (C17H24N4O2); MS (ESI): 317 (M+H+).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Fluoro-2-nitrobenzonitrile, and friends who are interested can also refer to it.

Reference:
Patent; Aventis Pharma Deutschland GmbH; US2004/220191; (2004); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

These common heterocyclic compound, 50594-78-0, name is 5-Fluoro-2-nitrobenzonitrile, 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. SDS of cas: 50594-78-0

To a slurry of NaH (16 mg, 0.667 mmol) in THF (3.0 mL) were added 5-fluoro-2- nitrobenzonitrile (100 mg, 0.602 mmol) and phenol (57 mg, 0.606 mmol). The reaction vial was capped and the reaction mixture was stirred at RT for 50 min. Water (3 mL) and EtOAc (5 mL) were added. The layers were separated, and the aqueous layer was extracted with EtOAc (2 x 3 rnL). The combined organic layers were washed with brine (3 rnL) and then concentrated under a stream of nitrogen at 50 0C to afford the title compound (173 mg, 63%). LC-MS m/z 241 (M+H)+, 1.08 min (ret time).

The synthetic route of 5-Fluoro-2-nitrobenzonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; BULLION, Ann, Marie; BUSCH-PETERSEN, Jakob; EVANS, Brian; NEIPP, Christopher, E.; MCCLELAND, Brent, W.; NEVINS, Neysa; WALL, Michael, D.; WO2011/25799; (2011); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 50594-78-0, These common heterocyclic compound, 50594-78-0, name is 5-Fluoro-2-nitrobenzonitrile, 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.

5-(4-Methylpiperazinyl)-2-nitrobenzenecarbonitrile 5-Fluoro-2-nitrobenzenecarbonitrile (1.02 eq) and N-methylpiperazine (1.0 eq) were dissolved in NMP. Triethylamine (2.1 eq) was added, and the resulting solution heated at 100 C. for 1 hour. The solution was cooled to room temperature and poured into H2O. A precipitate formed which was filtered to yield the desired product as a green solid. LC/MS m/z 247.3 (MH+), Rt 1.46 minutes.

Statistics shows that 5-Fluoro-2-nitrobenzonitrile is playing an increasingly important role. we look forward to future research findings about 50594-78-0.

Reference:
Patent; Chiron Coporation; US2003/28018; (2003); A1;; ; Patent; Renhowe, Paul A.; Pecchi, Sabina; Machajewski, Timothy D.; Shafer, Cynthia M.; Taylor, Clarke; McCrea JR., William R.; McBride, Christopher; Jazan, Elisa; US2002/107392; (2002); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Some common heterocyclic compound, 50594-78-0, name is 5-Fluoro-2-nitrobenzonitrile, molecular formula is C7H3FN2O2, 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 5-Fluoro-2-nitrobenzonitrile

[0593] (a) Preparation of 5-[((2S)-1-methylpyrrolidin-2-yl)methoxy]-2-nitrobenzenecarbonitrile. To a slurry of 60% NaH (956 mg, 24 mmol) in THF (100 mL) was added (S)-(-)-1-methyl-2-pyrolidinemethanol (Aldrich) (2.8 mL, 24 mmol) resulting in gas evolution. After 30 min, 5-fluoro-2-nitrobenzonitrile (Combi Blocks) (3.3 g, 20 mmol) was added. After 3 h the reaction solvent was removed in vacuo and the residue was partitioned between CH2Cl2 and H2O. The aqueous layer was extracted with CH2Cl2 and the combined organics were dried over Na2SO4 and concentrated in vacuo to give a red oil. MS m/z: 262 (M+1). Calc’d for C13H15N3O3-261.11.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 50594-78-0, its application will become more common.

Reference:
Patent; Huang, Qi; Kaller, Matthew; Nguyen, Thomas; Norman, Mark H.; Rzasa, Robert; Wang, Hui-Ling; Zhong, Wenge; US2003/229068; (2003); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 50594-78-0, name is 5-Fluoro-2-nitrobenzonitrile, belongs to nitriles-buliding-blocks 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 50594-78-0, COA of Formula: C7H3FN2O2

To a solution of 5-fluoro-2-nitrobenzonitrile (1 g, 6 mmol) and 3,5- difluorobenzenethiol (1.03 g, 7.05 mmol) in DIVIF (20 mL), was added K2C03 (2.5 g, 18 mmol). The reaction was stirred at 80 C for 1.5 hrs. The residue was poured into H20 (20 mL) and the aqueous phase was extracted with EA (30 mL x2). The organic layer was washed with brine (25 mL), dried over Na2SO4 and concentrated. The residue was purified by silica gel column (PE/EA = 3/1) to give 5-((3,5-difluorophenyl)thio)-2-nitrobenzonitrile (1.4 g, yield: 90%) as a yellow solid.

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, 5-Fluoro-2-nitrobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SANFORD BURNHAM PREBYS MEDICAL DISCOVERY INSTITUTE; GARDELL, Stephen; PINKERTON, Anthony B.; SERGIENKO, Eduard; SESSIONS, Hampton; (428 pag.)WO2018/132372; (2018); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

These common heterocyclic compound, 50594-78-0, name is 5-Fluoro-2-nitrobenzonitrile, 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. Safety of 5-Fluoro-2-nitrobenzonitrile

The 4-chloro-6-(1,2,4-triazol-1-yl)quinazoline used as a starting material was obtained as follows: A mixture of 5-fluoro-2-nitrobenzonitrile (3 g), 1,2,4-triazole (4.92 g), triethylamine (9.9 ml) and DMSO (50 ml) was stirred and heated to 85 C. for 16 hours. The mixture was cooled to ambient temperature and water was added. The precipitate was isolated and dried to give 2-nitro-5-(1,2,4-triazol-1-yl)benzonitrile (1.9 g) which was used without further purification.

The synthetic route of 5-Fluoro-2-nitrobenzonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zeneca Limited; US5955464; (1999); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts