4-PyriMidineacetonitrile synthesis
- Product Name:4-PyriMidineacetonitrile
- CAS Number:794522-90-0
- Molecular formula:C6H5N3
- Molecular Weight:119.12
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Yield:794522-90-0 39%
Reaction Conditions:
with hydroxylamine-O-sulfonic acid in water at 50; for 0.5 h;
Steps:
1.b
Synthesis of 4-pyrimidinylacetonitrile To 70 mL of an aqueous solution containing 5 g of dimethyl-[(E)-2-(4-pyrimidinyl)vinyl]amine, 9.48 g of hydroxylamine-O-sulfonic acid was added and stirred at 50°C for 30 minutes. The reaction solution was made basic by addition of saturated aqueous sodium hydrogen carbonate solution under cooling with ice, and extracted with ethyl acetate. The ethyl acetate extract was dried over anhydrous magnesium sulfate and removed of the solvent by distillation under reduced pressure. Thus obtained residue was purified on 30 g silica gel column chromatography (eluent, chloroform: methanol = 30:1) to provide 1.56 g (yield: 39%) of the title compound as pale yellow crystal. 1H-NMR(CDCl3)δ: 9.21(d, J=1.2Hz, 1H), 8.80(d, J=5.2Hz, 1H), 7.51(dd, J=1.2Hz, 5.2Hz, 1H), 3.93(s, 2H).
References:
EP2044957,2009,A1 Location in patent:Page/Page column 22
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