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Synthesis of the 5-nitrofuran 2,4-diacetylamino-6-(5-nitro-2-furyl)-1,3,5-triazine-6-14C

✍ Scribed by Dennis R. Doose; Betty-Ann Hoener

Publisher
John Wiley and Sons
Year
1983
Tongue
French
Weight
213 KB
Volume
20
Category
Article
ISSN
0022-2135

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✦ Synopsis

The s y n t h e s i s of t h e 5 -n i t r o f u r a n 2,4-diacetylamino-6-(5-nitro-2-furyl)-

is d e s c r i b e d . F u r y l l i t h i u m i n e t h e r i s c a r b o x y l a t e d w i t h radio-carbon d i o x i d e g e n e r a t e d from Ba14COj. The furoic-carbonyl-14C a c i d is t h e n e s t e r i f i e d w i t h d i a z o e t h a n e and n i t r a t e d w i t h n i t r o n i u m acetate. The r e s u l t i n g e t h y l 5-nitro-2-furoate-carbonyl-14C is t h e n condensed w i t h biguani d e t o g i v e 2,4-diamino-6-(5-nitro-2-furyl)-l, 3,5-triazine-6-14C. product is t h e n o b t a i n e d by r e f l u x i n g t h e c o n d e n s a t i o n product i n a c e t i c anhyd r i d e t o g i v e a y i e l d of 18% based on t h e amount of Ba14C03 a t a s p e c i f i c a c t iv i t y of 43.2mCi/mmole.

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