Symmetrical and unsymmetrical 3-halo- or 3-methoxy- substituted 2-dibenzoylamino-1,4-naphthoquinone analogs were synthesized with an average yield of 45% via sodium hydride promoted bis-acylation of 2-amino-3-chloro-1,4-naphthoquinone, 2-amino-3-bromo-1,4-naphthoquinone and 2-amino-3-methoxy-1,4-naphthoquinone.
U r a c i l , 6,7-dimethyllumazine, and lumichrome have been l a b e l l e d w i t h carbon-13 a t p o s i t i o n s 6 , 8a, and 10a, respect i v e l y . This w a s accomplished v i a a common i n t e r m e d i a t e , ~y a n o a c e t y l u r e a -6 -~~C . Lumazine and lumichrome w e r e condens a t i o n products of 5,6-diaminouracil and e i t h e r 2,3-butanedione. o r a condensate of i t . U r a c i l w a s produced by a Raney Nickel r e d u c t i o n followed by a c i d c a t a l y z e d c y c l i z a t i o n . This method i s a l s o a p p l i c a b l e t o l a b e l l i n g t h e s e compounds a t o t h e r carbons w i t h i n t h e molecules.
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