Process for the preparation of N,N-disubstituted mono- and oligo

Organic compounds -- part of the class 532-570 series – Organic compounds – Carboxylic acid esters

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560 25, 560 26, 560115, 560132, 560157, 560158, 560162, 560163, 560164, C07C27112, C07C27124, C07C27134, C07C27144, C07C27156

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051304570

ABSTRACT:
N,N-disubstituted monourethanes and oligourethanes are produced by reacting (a) N-aliphatically and/or N-cycloaliphatically and/or N-araliphatically substituted monourethanes and/or oligourethanes with an alkylating agent in the presence of a solid alkali metal hydroxide. No solvent need by employed but if a solvent is used, that solvent should be an aprotic organic solvent. The alkali metal hydroxide must be used in an equivalent amount. A phase transfer catalyst may optionally be employed. The N,N-disubstituted urethanes obtained by this process are useful in the production of dyes, pharmaceutical products and thermostable synthetic materials.

REFERENCES:
patent: 3213155 (1965-10-01), Schriesheim et al.
CRC Handbook of Chemistry and Physics, 67th Edition (Boca Raton, Fla.: CRC Press, Inc., 1986-1987) at pp. D-159 to D-160.
E. S. Gould, Mechanism and Structure in Organic Chemistry (Holt, Rinehart and Winston, 1959) at pp. 206, 221, and 229-230.
C. H. DuPuy and K. L. Rinehart, Jr., Introduction to Organic Chemistry (John Wiley & Sons, Inc., 1967) at p. 143.
C. D. Gutsche, The Chemistry of Carbonyl Compounds (Prentice-Hall, Inc., 1967) at pp. 17-19.
S. Julia A. Ginebreda, "Anales de Quimica" Madrid, vol. 75, p. 348, lines 7-13.

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