Uses
2-Chloro-N-isopropylacetamide is an intermediate in synthesizing Prothoate (P838810), which can be used as analyte in analytical study of a new method of detecting multi-residue of organophosphorus pesticide.
Synthesis
The general procedure for the synthesis of N-isopropylchloroacetamide from isopropylamine and chloroacetyl chloride was as follows: isopropylamine (236.4 mg, 4.0 mmol) was dissolved in 4 mL of dichloromethane, followed by the addition of anhydrous potassium carbonate (663.4 mg, 4.8 mmol). The reaction flask was cooled in an ice bath and chloroacetyl chloride (451.8 mg, 4.0 mmol) was slowly added dropwise through a dropping funnel. After the dropwise addition, the reaction mixture was stirred at room temperature overnight. Upon completion of the reaction, 10 mL of ice water was added to quench the reaction. The aqueous phase was extracted with dichloromethane and the organic phases were combined, washed with saturated brine and dried over anhydrous magnesium sulfate. The solvent was removed by distillation under reduced pressure to give a white solid product without further purification. The yield was 70.3%.
References
[1] Journal of Organic Chemistry, 2012, vol. 77, # 9, p. 4261 - 4270
[2] Journal of the American Chemical Society, 2009, vol. 131, p. 1106 - 1114
[3] ChemistryOpen, 2014, vol. 3, # 6, p. 238 - 241
[4] ACS Medicinal Chemistry Letters, 2017, vol. 8, # 6, p. 678 - 681
[5] Patent: CN106146414, 2016, A. Location in patent: Paragraph 0472; 0473; 0474
