Water-promoted synthesis of amides from nitriles and alcohols

Organic compounds -- part of the class 532-570 series – Organic compounds – Amino nitrogen containing

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564124, 564182, 564204, 564215, 554 69, C07C23106

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active

051030551

ABSTRACT:
Disclosed is a method which comprises the reaction in a reaction zone of a nitrile, RCN, with a hydroxyl compound, R'OH, in the presence of water introduced into the reaction zone in the amount of more than 0.15 mole and up to 10 moles, per mole of RCN introduced to the reaction zone, thereby producing a reaction mixture containing at least one amide selected from R--CONHR' and R--CON(R').sub.2, wherein
each of R and R' contains no acetylenic unsaturation and 1 to 30 carbon atoms,
each of R and R' is independently selected from a hydrocarbyl group and a hydrocarbyl group that is substituted with a group selected from cyano, carbamoyl, hydrocarbylcarbamoyl, dihydrocarbylcarbamoyl, and hydroxyl, and
said reaction is effected in the presence of said water (1) without any catalyst for said reaction being introduced into said reaction zone or (2) with a catalyst being introduced into said reaction zone selected from elements of Groups 6, 8, 9, 10, 11 and 12, the elements Zr, V, Mn, Si, Al, Sn, Pb, Sb, and Bi; oxides, peroxides, sulfides, oxyhalogen compounds, hydroxides, and salts of inorganic acids of any one of the foregoing elements; and mixtures of any of the foregoing.

REFERENCES:
patent: 2320089 (1940-01-01), Lichty
patent: 2719176 (1955-09-01), Coover, Jr. et al.
patent: 3751465 (1973-08-01), Takahashi et al.
patent: 3948989 (1976-04-01), Drake

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