2-(Diethylamino)acetamide synthesis
- Product Name:2-(Diethylamino)acetamide
- CAS Number:7409-48-5
- Molecular formula:C6H14N2O
- Molecular Weight:130.19
Yield:7409-48-5 79%
Reaction Conditions:
for 20 h;Reflux;
Steps:
1
2 g of 2-bromoacetannide (0.015 mol) were slowly added to diethylamine (40 ml_, 0.387 mol) and the reaction mixture was heated to reflux for 20 h. After cooling to room temperature, the reaction mixture was filtered and precipitate discarded. The filtrate was concentrated under vacuum to result in slightly yellow solid. This solid was dissolved in chloroform (10 ml_) and washed with aqueous saturated solution of Na2CO3 (3 x10 ml_). Combined organic phases were dried over Na2S04. The filtrate was concentrated under vacuum to result in 1 .49 g (79% yield) of light yellow solid, which was azeotropically dried with benzene prior to use in the following reactions. 1 H NMR (500 MHz, CDCI3, J = Hz): δ 6.19 (2H, s, br, NH2), 3.01 (2H, s, CH2), 2.56 (4H, q, J 7.2, NEt2), 1 .04 (6H, t, J 7.3, NEt2). 13C NMR (125.8 MHz, CDCI3): δ 175.6 (C=O), 57.4 (CH2), 48.6, 12.3 (NEt2). HRMS (ESIMS) m/z for C6Hi5N2O [M+H]+ calcd 131 .1184, found 131 .0907.
References:
WO2013/40222,2013,A1 Location in patent:Paragraph 0099
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