N-METHOXY-N-METHYL-PROPIONAMIDE

N-METHOXY-N-METHYL-PROPIONAMIDE Property

Boiling point:

119.0±23.0 °C(Predicted)

Density 

0.961±0.06 g/cm3(Predicted)

refractive index 

1.4270 to 1.4310

Flash point:

26°

storage temp. 

2-8°C

solubility 

Chloroform (Slightly), Methanol (Slightly)

form 

clear liquid

color 

Colorless to Almost colorless

InChI

InChI=1S/C5H11NO2/c1-4-5(7)6(2)8-3/h4H2,1-3H3

InChIKey

YKVJZSZZQKQJMO-UHFFFAOYSA-N

SMILES

C(N(OC)C)(=O)CC

Safety

RIDADR 

UN 1993 3/PG III

HazardClass 

3

PackingGroup 

III

HS Code 

2924190090

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H226Flammable liquid and vapour

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P240Ground/bond container and receiving equipment.

N-METHOXY-N-METHYL-PROPIONAMIDE Chemical Properties,Usage,Production

Synthesis

Pyridine (17 mL, 0.4 mol) was slowly added dropwise to a solution of anhydrous dichloromethane (250 mL) containing O,N-dimethylhydroxylamine hydrochloride (10 g, 0.1 mol) and propionyl chloride (10 g, 0.1 mol) at 0 °C. The reaction mixture was stirred continuously for 24 hours at room temperature. Subsequently, the reaction solution was washed sequentially with 5% hydrochloric acid (2 x 50 mL), saturated sodium bicarbonate solution (100 mL) and brine (100 mL). The organic phase was dried over anhydrous magnesium sulfate and concentrated under reduced pressure to afford the colorless oily product N-methoxy-N-methyl-propionamide (10 g, 89% yield).

References

[1] Journal of Medicinal Chemistry, 2017, vol. 60, # 12, p. 4840 - 4860
[2] Organic Letters, 2012, vol. 14, # 9, p. 2250 - 2253
[3] Chemistry - A European Journal, 2001, vol. 7, # 21, p. 4562 - 4571
[4] Patent: WO2010/104488, 2010, A1. Location in patent: Page/Page column 65
[5] Journal of Organic Chemistry, 2007, vol. 72, # 15, p. 5828 - 5831