ABSTQACT
Benzoyl chZ0ride-7-~~C i s condensed with t r i s (trimethyZsilyZI 1-lithio-1, I, 2 propane -tricarboxyZate, which a f t e r hydrolysis gives r i s e t o a 66 % yieZd of 2-methyZ-3-lbenzoy1-7-14C) propionic acid. After cyclisation with hydrazine, followed by treutment with bromine i n acetic acid, 3-hyilroxy-4-methyl-6-phenyZ pyridazine 6-14C i s seemed i n a 77 % yield. This hydroqpyridazine treated with POC13 gave o. 90 Z yieZd of 90 X pure 4-methyl-6-pheny7,-3-chZoropyridazire ti-l4C; The Latter treated with 2-morpholino-1-minoethane i n presence o f sodiwn iodide has given 3-mo~.pholinoethylanr:no 4-methyl 6-phenylpyridazine 6-14C. The overall yield bcsed on barYlum carbonate 14C i s 16.7 P (specific a c t i v i t y 18.5 mCi/mXolel. D 2 s 1965, Wermuth ( 1 ) e t L a b o r i t ( 2 ) ( 3 ) ( 4 ) o n t n o n t r g quc l a morphol i n o s t h y l -2 m6thyl-4 ph6nyl-6 pyridaxone-3 ou Ag 2 4 6 : 1 E t
The rates of ring bromination of 11 variously substituted methoxyaromatic ketones are reported. The data are discussed with respect to the net substituent effect (represented by +) as modified by substituent interaction (represented by ,•+ ,•+) using the following equation, log (k/ko) = + + ,'+ ,•"^w here
The Grignard reagent made from p‐cyclohexyl m‐chloroiodobenzene is carbonated with 14CO2 to give 3‐chloro 4‐cyclohexyl benzoǐc acid (radioactive yield 50 %). This acid is transformed into the corresponding chloride with thionyl chloride. Condensation of the chloride with tris‐(trimethylsilyl) 1‐lithio‐1,1,2 ethane tricarboxylate gives after hydrolysis 4‐(3‐chloro 4‐cyclohexyl phenyl) 4‐oxobutyric acid 4‐14C with an overall yield of 41 % based on barium carbonate. (Specific activity : 53 mCi/mMole).
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