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A convenient method for synthesis of 14 C‐carbonyl methylcarbamates
Author(s) -
Hurst Harrell E.,
Dorough H. Wyman
Publication year - 1978
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/jlcr.2580140103
Subject(s) - isocyanate , chemistry , oxime , methomyl , carbamate , organic chemistry , moisture , pesticide , agronomy , polyurethane , biology
While [ 14 C‐carbonyl]‐methyl isocyanate has been used widely for the preparation of radioactive insecticidal methylcarbamates, yields are often low, and in some cases reactions completely unsuccessful, because of the sensitivity of the isocyanate to moisture. This paper described a process whereby the [ 14 C]‐methyl isocyanate, in its break‐seal container as received from the supplier, is reacted with the appropriate oxime or phenolic intermediate without exposing the isocyanate to atmospheric moisture. Results are presented for the insecticides carbaryl, carbofuran, aldicarb and methomyl demonstrating consistent yields of 85 to 95% using a procedure of uncommon simplicity.