An Annual publication of satisfactory methods for the by Organic Syntheses

By Organic Syntheses

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The f o l l o w i n g bands (cm- ) have been a s s i g n e d f o r F i g u r e 12. a. b. c. I4 x 0 a PI N 0 w .. U 4J A. MacDONALD, A. F. MICHAELIS, A N D B. 2 . 5 m l of DMs0-d~ c o n t a i n i n g t e t r a m e t h y l s i l a n e as i n t e r n a l r e f e r e n c e . The s p e c t r a l a s s i g n m e n t s are shown i n T a b l e 13. NMR s t u d i e s by Nuhn and Bley a t 100 MHz and v a r i o u s temperat u r e s i n d i c a t e t h a t t h e methylene p r o t o n s a t p o s i t i o n t h r e e are n o t e q u i v a l e n t 4 .

MICHAELIS, AND 6. 2 . SENKOWSKI Samples p r e p a r e d by g r i n d i n g a t room t e m p e r a t u r e . 12 Distribution Coefficient Reymond and Toome1*=d t h e d i s t r i b u t i o n coe f f i c i e n t of c h l o r d i a z e p o x i d e between n - o c t a n o l and pH 7 . 2 b u f f e r t o have a v a l u e o f l 7 l a t room t e m p e r a t u r e where D = Coctanol/Cbuffer12. 26 CH LORD1AZEPOXI DE 3. Synthesis Chlordiazepoxide is prepared by the reaction scheme shown in Figure 6 . 6-chloro-2-chloromethyl-4-phenylquinazoline 3-oxide is reacted with methylamine which presumably attacks the quinazoline at the 2 position.

A f t e r development of a t l e a s t 10 cm, t h e p l a t e i s a i r d r i e d and s p r a y e d w i t h 10% H2SO4. T h i s is f o l l o w e d by h e a t i n g a t 105'C f o r 1 5 m i n u t e s and t h e f o llowing sequence of s p r a y s : 1. 2. 3. 1% sodium n i t r i t e i n water 0 . 1% N- (1-Nap t h y l ) - e t h y l e n e d i a m i n e d i h y d r o c h l o r i d e i n water The ( F i g u r e 7) w i l l y i e l d p o x i d e does n o t react q u e n t l y v i s u a l i z e d by follows: lactam and benzophenone (ACB) p r o d u c t s p u r p l e s p o t s i f p r e s e n t .

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