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NH2CO URETHANE

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Originally appearing in Volume V27, Page 795 of the 1911 Encyclopedia Britannica.
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NH2CO

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URETHANE  ,C,H5, the
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ethyl ester of carbamic
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acid, is synthesized from
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ammonia and chlorcarbonic ester or diethyl carbonate; by prolonged boiling of
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urea with
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alcohol (A . W .
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Hofmann, Ber., 1871, 4, p . 268); by the
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action of alcoholic hydrochloric acid on
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cyanogen; by the action of alcohol on urea chloride (L . Gattermann,
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Ann., 1888, 244, p . 40); and by warming alcoholic hydrochloric acid with an alcoholic
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solution of
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potassium cyanate (0 . Folin, Amer . Chem . Jour., 1897, 19, p . 341) . It crystallizes in large plates, readily soluble in
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water and melting at 49-50° C . When heated with ammonia to ,8o° C., it gives urea .

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Cold alcoholic potash decomposes it into potassium cyanate and alcohol . Nitroso-
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urethane, NO . NH • CO2C2H6, formed by reducing ammonium nitro-urethane with
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zinc dust and glacial acetic acid (J . Thiele, Ann., 1895, 288, p . 304), crystallizes in needles which melt at 51–52° C . (with decomposition) .

End of Article: NH2CO URETHANE
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