Category: 445-28-3

Some common heterocyclic compound, 445-28-3, name is 2-Fluorobenzamide, molecular formula is C7H6FNO, 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: C7H6FNO

A 2 liter 3-neck round bottom flask was charged with 100 g 2-fluorobenzamide (0.719 mol, 1 eq.). An inert atmosphere was introduced by two vacuum/argon cycles. 863 mL IM Meerwein’s/CH2Cl2 solution (0.863 mol, 1.2 eq.) was then added to the flask via canula under N2 pressure, giving initially a slurry which became a clear solution after ~ 30 minutes. After ~ 4 hours stirring at 23 0C under argon, a slurry was again present. The mixture was stirred for a total of 16 hours at 23 0C under argon, then it was poured quickly into a large flask and the CH2Cl2 removed at the rotovap, giving an off-white solid. This solid was then suspended in 250 rnL EtOAc, heated briefly at reflux (~ 30 seconds), then the resultant slurry was filtered while still warm under N2 on a corase- fritted funnel. After drying on the frit under a vigorous flow of N2 for one hour, 155 g 2- fluorobenzimidate 5 (84%) was obtained as a colorless solid. It was immediately bottled and placed in a desiccator. M.p. 128-1310C; 19F NMR (DMSO) delta: -113.8, -154.2 ppm.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 445-28-3, its application will become more common.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH & CO. KG; WO2008/67218; (2008); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 445-28-3, 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 445-28-3 as follows.

o-fluorobenzamide (27.88,0.2mol), high purity KOH 1(22.48,0.4 mol), Methanol (12.88,0.4 mol), DMS0 (200 mL) was added to the reactor and the reaction was stirred at 20 C for 16 hours. After completion of the reaction, 800 mL of ethyl acetate was added to the system and diluted 5 times with 200 mL of saturated brine. The organic phase was separated, dried over anhydrous sodium sulfate, filtered, evaporated to dryness, and then it was loaded onto a silica gel column to separate petroleum ether: ethyl acetate = 4: 1 (volume ratio) As eluent until the product is present, the solution containing the product is collected by steaming and evaporated to dryness, followed by drying with a vacuum chestnut to give pure o-methoxybenzamide in 80% yield.

According to the analysis of related databases, 445-28-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Ferguson (Wuhan) Biotech Company Limited; Su, ji; Hua, Rui Mao; Ouyang, Kang Le; (6 pag.)CN106565522; (2017); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Some common heterocyclic compound, 445-28-3, name is 2-Fluorobenzamide, molecular formula is C7H6FNO, 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. Computed Properties of C7H6FNO

Example 57 In analogy to example 47, on reaction of 7-iodo-2-methyl-4-pyrrolidin-1-yl-quinoline with 2-fluorobenzamide there was obtained: 2-fluoro-N-(2-methyl-4-pyrrolidin-1-yl-quinolin-7-yl)-benzamide as light yellow solid. ISP mass spectrum, m/e: 350.3 (M+1 calculated for C21H20FN3O: 350).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 445-28-3, its application will become more common.

Reference:
Patent; Mattei, Patrizio; Mueller, Werner; Neidhart, Werner; Nettekoven, Matthias Heinrich; Pflieger, Philippe; US2003/153553; (2003); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 445-28-3, 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 445-28-3 as follows.

o-fluorobenzamide (27.88,0.2mol), high purity KOH 1(22.48,0.4 mol), Methanol (12.88,0.4 mol), DMS0 (200 mL) was added to the reactor and the reaction was stirred at 20 C for 16 hours. After completion of the reaction, 800 mL of ethyl acetate was added to the system and diluted 5 times with 200 mL of saturated brine. The organic phase was separated, dried over anhydrous sodium sulfate, filtered, evaporated to dryness, and then it was loaded onto a silica gel column to separate petroleum ether: ethyl acetate = 4: 1 (volume ratio) As eluent until the product is present, the solution containing the product is collected by steaming and evaporated to dryness, followed by drying with a vacuum chestnut to give pure o-methoxybenzamide in 80% yield.

According to the analysis of related databases, 445-28-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Ferguson (Wuhan) Biotech Company Limited; Su, ji; Hua, Rui Mao; Ouyang, Kang Le; (6 pag.)CN106565522; (2017); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 445-28-3,Some common heterocyclic compound, 445-28-3, name is 2-Fluorobenzamide, molecular formula is C7H6FNO, 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: Oxalyl chloride (6.61mmol) was added dropwise into a stirred solution of the appropriate benzamide (2.6mmol) in CH2Cl2 (10mL). The mixtures were heated at reflux for 20-22h. Then, solvents were evaporated in vacuo to give the respective crude benzoyl isocyanates 4a-k, which were used immediately in the next step without purification. Aminoindolin-2-one (2.8mmol) was added into a stirred solution of the appropriate benzoyl isocyanate (2.8mmol) in acetonitrile (10mL). After addition, each mixture was heated at 70-80C for 2-3h. The solid products were each filtered, washed with acetonitrile, and air dried.

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

Reference:
Article; Jagtap, Ajit Dhananjay; Chang, Pei-Teh; Liu, Jia-Rong; Wang, Hsiao-Chun; Kondekar, Nagendra B.; Shen, Li-Jiuan; Tseng, Hsiang-Wen; Chen, Grace Shiahuy; Chern, Ji-Wang; European Journal of Medicinal Chemistry; vol. 85; (2014); p. 268 – 288;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 445-28-3, A common heterocyclic compound, 445-28-3, name is 2-Fluorobenzamide, molecular formula is C7H6FNO, 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: The appropriate amide 32a-p, benzhydrazide (40a), or p-toluenesulfonylhydrazide (43a) (1.0 mmol, 1.0 equiv) was placed in a SchlenkKjeldahl reaction flask and the flask was evacuated/argon re-filledthree times. Subsequently, anhyd CH2Cl2 (25 mL) was added and themixture was stirred at r.t. for 10 min before dropwise addition of oxalylchloride (3.0 mmol, 3.0 equiv) followed. The reaction mixturewas then stirred at reflux for 2.5-3.0 h before cooling to r.t. and thesolvent was evaporated in vacuo. Subsequently, the appropriate nucleophile32, 34, 36, 38, 40, 42, 43, or 45 (1.1-1.25 mmol, 1.1-1.25equiv) was rapidly added and the flask was evacuated/argon re-filledbefore anhyd toluene (12 mL) was added. The reaction mixture wasthen stirred at reflux for 2.5-3 h before cooling to r.t. and concentrationto about 1/3 of the initial volume on rotavapor. Hexane was addedto the residue and the obtained precipitate (often sonicated) wascollected by filtration under reduced pressure to yield the crudeproduct. When necessary, the isolated material was purified either bycrystallization from MeOH or flash chromatography on silica gel withhexane-EtOAc as the eluent.

The synthetic route of 445-28-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Hernandez, Anolan Garcia; Grooms, Gregory M.; El-Alfy, Abir T.; Stec, Jozef; Synthesis; vol. 49; 10; (2017); p. 2163 – 2176;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics