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Investigation of the preparation of pyrimidine isocyanates
Author(s) -
Dyer Elizabeth,
Nycz Thomas J.,
Long Michael B.
Publication year - 1972
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570090615
Subject(s) - isocyanate , chemistry , oxamide , pyrimidine , urea , trimer , phenyl isocyanate , polymer chemistry , uracil , hydrazine (antidepressant) , carbamate , cyanate , amidine , ethyl carbamate , organic chemistry , medicinal chemistry , stereochemistry , dimer , polyurethane , dna , biochemistry , food science , chromatography , wine
Abstract Uracil‐5‐yl isocyanate and 1,3‐dimethyluracil‐5‐yl isocyanate were prepared from the corresponding new carboazides. 1,3‐Dimethyluracil‐5‐ylmethyl isocyanate obtained from the chloro compound and silver cyanate, was polymerized with an anionic initiator to the cyclic trimer. Attempts to isolate uracil‐6‐yl isocyanate, 1,3‐dimethyluracil‐6‐yl isocyanate, pyrimidinyl‐4‐isocyanate, and 2,6‐dichloropyrimidinyl‐4‐isocyanate were unsuccessful. Ethyl carbamate derivatives were made from all new azides and isocyanates. Other new pyrimidine derivatives included N,N' ‐bis(pyrimidine‐4‐carbonyl)hydrazine, N,N' ‐bis(1,3‐dimethyluracil‐5‐yl)urea, N,N' ‐bis(1,3‐dimethyluracil‐6‐yl)urea and N,N' ‐bis(2,5,6‐trichloro‐4‐pyrimidinyl)oxamide.