4-Amino-5-cyanopyrimidine

White to brown solid

Aminomethaniminium acetate (4.37 g, 41.9 mmol) and malononitrile (1.385 g, 21.0 mmol) were suspended in methanol (5.0 mL). Sodium methoxide (0.5 M in methanol; 84 mL, 42.0 mmol) was added dropwise over 1 hour. Solid went into solution as methoxide was added and reaction was stirred at room temperature. After stirring overnight a large amount of solid had precipitated out of solution. The mixture was concentrated to about half of the original and then stirring continued at room temperature for another 24 hours. The precipitated solid was collected by filtration, washed with cold methanol and then air-dried with suction under house vacuum to give 4-aminopyrimidine-5-carbonitrile. (Yield 1.59 g, 11.9 mmol, 56.8percent).

Molecular Weight:120.11
XLogP3:0.1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Exact Mass:120.043596145
Monoisotopic Mass:120.043596145
Topological Polar Surface Area:75.6
Heavy Atom Count:9
Complexity:135
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes