
DI-N-PROPYLAMINOACETONITRILE synthesis
- Product Name:DI-N-PROPYLAMINOACETONITRILE
- CAS Number:18071-35-7
- Molecular formula:C8H16N2
- Molecular Weight:140.23

142-84-7
254 suppliers
$10.00/5mL

107-14-2
291 suppliers
$15.00/25g

18071-35-7
19 suppliers
$28.60/250mg
Yield:18071-35-7 88%
Reaction Conditions:
Stage #1: chloroacetonitrilewith potassium carbonate;potassium iodide in acetonitrile;Reflux;
Stage #2: di-n-propylamine in acetonitrile at 80 - 85; for 20 h;
Steps:
2-(Dipropylamino)acetonitrile (4) [1]
General procedure: To a solution of dipropylamine (23.8 mmol, 4.52 mL) in acetonitrile (140 mL) was added 1.66 g of potassium iodide (0.42 eq, 10.0 mmol) and 13.8 g of potassium carbonate (4 eq, 100.0 mmol). The reaction mixture was refluxed and then was added dropwise a solution of chloroacetonitrile (6.32 mL) in acetonitrile (60 mL). After 20 h at reflux, the mixture was cooled to room temperature, filtrated and evaporated under vacuum. The mixture was diluted in an 1N aqueous hydrochloride acid solution (200 mL) and washed with diethyl ether (3 x 100 mL). The water layer was basified to pH 9 with an 1N aqueous sodium hydroxide solution and extracted with diethyl ether (3 x 100 mL). The organic layer obtained was dried with magnesium sulfate and evaporated under vacuum to give compound 4 as a brown oil (4.06 g, 28.9 mmol, 88%). Rf: 0.70 (Silica gel, eluent mixture A), 0.36 (Silica gel, eluent mixture B); 1H NMR (CDCl3, 200 MHz) d 0.81 (t, 6H, J = 7.5 Hz, H5), 1.36 (sex, 4H, J = 7.5 Hz, H4), 2.34 (t, 4H, J = 7.5 Hz, H3), 3.45 (s, 2H, H2); 13C NMR (CDCl3, 50.3 MHz) d 11.4 (2C5), 20.4 (2C4), 41.5 (C2), 55.8 (2C3), 114.9 (C1).
References:
Vivier, Magali;Rapp, Maryse;Galmier, Marie-Josephe;Jarrousse, Anne-Sophie;Miot-Noirault, Elisabeth;Leal, Fernand;Weber, Valérie;Métin, Jacques;Sauzire, Jacques;Chezal, Jean-Michel;Madelmont, Jean-Claude [European Journal of Medicinal Chemistry,2011,vol. 46,# 11,p. 5705 - 5710] Location in patent:supporting information; experimental part

50-00-0
895 suppliers
$10.00/25g

151-50-8
0 suppliers
$43.36/100g

142-84-7
254 suppliers
$10.00/5mL

18071-35-7
19 suppliers
$28.60/250mg

10333-53-6
5 suppliers
inquiry

18071-35-7
19 suppliers
$28.60/250mg

7726-87-6
0 suppliers
inquiry

142-84-7
254 suppliers
$10.00/5mL

18071-35-7
19 suppliers
$28.60/250mg

142-84-7
254 suppliers
$10.00/5mL

107-16-4
0 suppliers
$134.00/10ml

18071-35-7
19 suppliers
$28.60/250mg