ISSN:
0021-8383
Schlagwort(e):
Chemistry
;
Organic Chemistry
Quelle:
Wiley InterScience Backfile Collection 1832-2000
Thema:
Chemie und Pharmazie
Notizen:
Reaction of Methylene Active Nitriles and Cyanamide with Acylated EnaminesThe addition products from enamines onto isocyanates and isothiocyanates, i.e. substituted β-aminoacrylo amides 1 and thioamides 2, react with malononitrile to yield the 6-amino-1-aryl-5-cyano-pyridin-2-ones 3 and -thiones 4 among them 5,6,7,8-tetrahydroisoquinolin-1-ones and -thiones. From ethyl cyanoacetate the 5-cyano-6-hydroxy-pyridin-2-ones 7 and from benzoyl acetonitrile the 6-phenyl-pyridin-2-ones 8 are formed. The replacement of malononitrile by cyanamide yields the 2-amino-3-aryl-pyrimidin-4-ones 5 and -thiones 6 among them 5,6,7,8-tetrahydroquinazolin-4-ones and -thiones. The not isolated β-acyl enamines derived from enamines and acid chlorides react with malononitrile or cyanamide to form the pyridin-2-ones 14 or pyrimidin-2-ones 15 caused by Dimroth-rearrangement.
Zusätzliches Material:
3 Tab.
Materialart:
Digitale Medien
URL:
http://dx.doi.org/10.1002/prac.19823240611
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