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. 367-22-6, name is 4-Chloro-3-fluoroaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C6H5ClFN
A solution of methyl 4-nitro-3-(1-piperidinylmethyl)benzoate (16.05 g, 57.7 mmol) in Tetrahydrofuran (THF) (100 mL) and methanol (100 mL) was treated with LiCH (250 mL, 250 mmol) and stirred at ambient temperature for 4 hours. The mixture was concentrated togive crude 4-nitro- 3-(1-piperidinylmethyl)benzoic acid (20.51 g). The acid intermediate was suspended in SOd2 (50 mL, 685 mmol), refluxed for 1 .5 hours, and concentrated to give 4- nitro-3-(1-piperidinylmethyl)benzoyl chloride (LCMS in meoh, ES+279, methyl ester). The acyl chloride was suspended in dichloromethane (DCM) (100 mL), treated with 4-chloro-3- fluoroaniline (7.97 g, 54.8 mmol), Et3N (12.06 mL, 87 mmol), and stirred at ambienttemperature overnight. Additional Et3N (4 mL), DCM (11 mL), and aniline (418 mg) was added, and the reaction was stirred overnight. The suspension was quenched with sat. NaHCO3, extracted with DCM 2x, washed with sat. NaHCO3 lx, Brine, dried with Na2SO4, filtered, and concentrated. Purification by silica gel column chromatography (0-50% EtOAc/Hexane) gave N-(4-chloro-3-fluorophenyl)-4-nitro-3-(1-piperidinylmethyl)benzamide (13.86 g, 35.4 mmol, 61.3 % yield) as yellow solid. LC/MS (m/z) ES+ = 279.3 (M+1)+
The synthetic route of 367-22-6 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; JEFFREY, Jerry; TANG, Jun; TAI, Vincent Wing-Fai; TEMELKOFF, David; VELTHUISEN, Emile Johann; WEATHERHEAD, Jason Gordon; (101 pag.)WO2018/2902; (2018); A1;,
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