4-Chloro-N-Methoxy-N-MethylbutyraMide

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CAS:64214-66-0
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4-Chloro-N-Methoxy-N-MethylbutyraMide Basic information
Product Name:4-Chloro-N-Methoxy-N-MethylbutyraMide
Synonyms:4-Chloro-N-Methoxy-N-MethylbutyraMide;4-Chloro-N-methoxy-N-methylbutanamide;N-Methyl-N-methoxy-4-chlorobutanamide;Butanamide, 4-chloro-N-methoxy-N-methyl-;4- Chloro-N-methoxy-N-methyl butyl;2- Chloro - N - Methoxy - N - Methylbutyramide;N-methoxy-N-methyl-4-chloroprene amide;3-N-Methoxy-N-methyl-4-chlorobutyramide
CAS:64214-66-0
MF:C6H12ClNO2
MW:165.62
EINECS:000-000-0
Product Categories:
Mol File:64214-66-0.mol
4-Chloro-N-Methoxy-N-MethylbutyraMide Structure
4-Chloro-N-Methoxy-N-MethylbutyraMide Chemical Properties
Boiling point 199.1±42.0 °C(Predicted)
density 1.106±0.06 g/cm3(Predicted)
storage temp. 2-8°C
AppearanceColorless to light yellow Liquid
Safety Information
MSDS Information
4-Chloro-N-Methoxy-N-MethylbutyraMide Usage And Synthesis
Synthesis
N,O-Dimethylhydroxylamine hydrochloride

6638-79-5

4-Chlorobutyryl chloride

4635-59-0

4-Chloro-N-Methoxy-N-MethylbutyraMide

64214-66-0

To a solution of 4-chlorobutanoyl chloride (50.0 g, 355 mmol) and N-methoxy-N-methylamine hydrochloride (34.6 g, 355 mmol) in dichloromethane (DCM, 709 mL) was slowly added triethylamine (TEA, 109 mL, 780 mmol) at 0 °C, the addition process lasted 30 min. The reaction mixture was continued to be stirred at 0 °C for 3 hours. Upon completion of the reaction, it was quenched by the addition of water (250 mL). The organic layer was separated, washed with saturated brine, dried over anhydrous sodium sulfate (Na2SO4), filtered and concentrated under reduced pressure to afford 4-chloro-N-methoxy-N-methylbutyramide (55.0 g, 94% yield) as a yellow oil, which could be used for the subsequent reaction without further purification.1H-NMR (CDCl3, Varian, 400 MHz) δ: 2.12 ( 2H, quintuple peak, J = 6.4 Hz), 2.63 (2H, triple peak, J = 7.2 Hz), 3.19 (3H, single peak), 3.64 (2H, triple peak, J = 6.4 Hz), 3.71 (3H, single peak).

References[1] Patent: CN104672121, 2017, B. Location in patent: Paragraph 0038-0040
[2] Patent: WO2005/37197, 2005, A2. Location in patent: Page/Page column 104
[3] Patent: US2016/168156, 2016, A1. Location in patent: Paragraph 0195; 0197; 0198
[4] European Journal of Medicinal Chemistry, 2018, vol. 158, p. 353 - 370
4-Chloro-N-Methoxy-N-MethylbutyraMide Preparation Products And Raw materials
Raw materialsN,O-Dimethylhydroxylamine hydrochloride-->4-Chlorobutyryl chloride-->2-CHLOROBUTYRYL CHLORIDE-->Dichloromethane-->Triethylamine
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