2688. Cyanoacetamide

Nomenclature

CAS number: 107-91-5
2-Cyanoacetamide; malonamide nitrile.
C3H4N2O; mol wt 84.08.
C 42.85%, H 4.80%, N 33.32%, O 19.03%.

Description and references

Prepd by the action of aq or alcoholic ammonia on cyanoacetic ester: Hesse, Am. Chem. J. 18, 724 (1896); Thole, Thorpe, J. Chem. Soc. 99, 429 (1911); Ott, L"opmann, Ber. 55, 1258 (1922); Corson et al., Org. Synth. coll. vol. I (2nd ed., 1941) p 179.

Chemical structure

Properties

Needles from alc, mp 119.5°. One gram dissolves in 6.5 ml of cold water. Soly in 100 ml of 95% alc: 1.3 g at 0°; 3.1 g at 26°; 7.0 g at 44°; 14.0 g at 62°; 21.5 g at 71°.

Use

In organic syntheses (e.g., starting material for vitamin B6 synthesis).