Category: 363-51-9

363-51-9, A common heterocyclic compound, 363-51-9, name is 2-Chloro-6-fluoroaniline, molecular formula is C6H5ClFN, 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 66A N-(2-chloro-6-fluorophenyl)-4-ethyl-2-(methylthio)pyrimidine-5-carboxamide Example 28B (15 g, 76 mmol) was dissolved in dioxane (300 mL) and sulfurous dichloride (6.62 ml, 91 mmol). N,N-dimethylformamide (3 drops) were added. The reaction mixture was stirred for 60 minutes at ambient temperature then 2-chloro-6-fluoroaniline (13.22 g, 91 mmol) was added. The reaction mixture was then stirred at 100 C. for 16 hours. The flask was then put into an ice bath and the reaction mixture was quenched by careful addition of saturated aqueous sodium bicarbonate (200 mL). After diluting with 200 mL of ethyl acetate, the reaction mixture was poured into a separatory funnel, the aqueous layer was removed and the organic layer was washed with saturated aqueous sodium bicarbonate (1*150 mL), diluted aqueous sodium bicarbonate (10% wt, 1*150 mL), and saturated aqueous brine (1*150 mL), dried over magnesium sulfate, filtered and concentrated. Purification by silica gel flash chromatography (Isco, Redi-Sep column, 5-85% ethyl acetate/hexane, linear gradient) afforded the title compound.

The synthetic route of 363-51-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AbbVie Inc.; Woods, Keith W.; Mastracchio, Anthony; Lai, Chunqiu; Gandhi, Viraj B.; Penning, Thomas D.; US2013/225589; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 363-51-9, name is 2-Chloro-6-fluoroaniline, belongs to chlorides-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 363-51-9, 363-51-9

A mixture of acetic anhydride (17.1 mL, 181 mmol) in formic acid (75 mL) was stirred at 90 C. for 10 minutes. 2-Chloro-6-fluoroaniline (22.0 g, 151 mmol) was then added and the reaction mixture was heated to 90 C. for 6 hrs. After cooling to r.t., water was added and the precipitated product was collected via filtration, washed with water, and air dried to afford N-(2-chloro-6-fluorophenyl)formamide as a white solid. The crude product obtained was used directly in the next step without further purification. LCMS calculated for C7H6ClFNO (M+H)+: m/z=174.0; Found 174.0.

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, 2-Chloro-6-fluoroaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Incyte Corporation; Hummel, Joshua; Nguyen, Minh; Sokolsky, Alexander; Vechorkin, Oleg; Ye, Qinda; Yao, Wenqing; (72 pag.)US2019/315717; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics