3-Cyano-5,6-dimethyl-2 -pyridone

Condensation of 2-substituted veratrals with ethyl methyl ketones gives substituted vinyl ketones that react with ethyl cyanoacetate in the presence of ammonium acetate to give 4-aryl-3-cyano-5,6-dimethyl-2-pyridones(XII-143). "... 

Furo-2-pyridones. 1,4-Dimethyl -3- cyano -5-propargyl -6- hydroxy -2-pyridone dissolved in coned. H2SO4, and poured on ice after a few min. 5,6- (2-methyl-furano)-l,4-dimethyl-3-cyano-2-pyridone. Y 70%. F. e. s. J. Reisch, Arch. Pharm. 297, 754 (1964) furo[3,2-c]coumarins s. Arch. Pharm. 299, 457 (1966). 

Creosol, 33, 17 Crotonaldehyde, 33, IS 34, 29 diethyl acetal, 32, 5 Cupric acetate monohydrate, 36, 77 Cuprous oxide-silver oxide, 36, 36, 37 Cyanamide, 34, 67 36, 8 Cyanoacetamide, 32, 34 Cyanoacetic acid, 31, 25 Cyanoacetylurea, 37, 16 >-Cyanobenzaldehyde, 30, 100 >-Cyanobenzaldiacetate, 36, 59 3-Cyano-5,6-dimethyl-2(l)-pyridone, 32,34 N-2-Cyanoethylaniline, 36, 6 N-2-Cyanoethyl- -anisidine, 36, 7 Cyanoethylation, of aniline, 36, 6 of ethyl phenylcyanoacetate, 30, 80 N-2-Cyanoethyl-m-chloroaniline, 36, 7 Cyanogen, 32, 31 Cyanogen iodide, 32, 29 Cyanogen iodide, complex with sodium iodide, 32, 31... 

A similar procedure can be used for preparing other 2(l)-pyr-idones. For example, 3-cyano-6-isobutyl-2(l)-pyridone can be obtained from the sodium salt of formylmethyl isobutyl ketone, and 3-cyano-5,6-dimethyl-2(l)-pyridone can be prepared from the sodium salt of a-formylethyl methyl ketone.5... 

When aminopyridine N-nitroso derivatives 21 and 23 were treated with hydroxide or methoxide, ipso substitution occurred at the 2-position to give nitropyridines 22 and 24 (85MI2). Reactions of 3-azido-2-nitropyridine (25) and 4-azido-3-nitropyridine (27) with nucleophiles were studied. Pyridine 25 and sodium hydroxide gave pyridone 26. Morpholine and pyridine 27 gave the 3,4-disubstituted pyridine 28 (83KGS373). Treatment of 2-cyano-3,5-dimethyl-4-nitropyridine with sodium methoxide effects substitution at the... 

Desoxypyridoxine Hydrochloride. 5-Hydroxy-4,6 dimethyl 3 pyridinemethaaot hydrochloride 2.4-dimeih-yl-3-Hydroxy-5-hyd roxy methy Ipy ridine hydrochl Oride 3-hydroxy-5-hydroxymethyl-2,4-dimethylpyridine hydrochloride 4-desoxyadermin hydrochloride. CsHj2Cl NO, mol Wl J89-64. C 50.66%, H 6.38%, CL 18.70%, N 7.39%. 6 16.87%. Synthesis starting with 3-cyano-4.6-dimethyl-2-pyridone Zima, Jung, Ger. pat, 707,266 (1941 to E. 

Cyanoacetophenone added at ca. 50° to a soln. of K in r rr-butanol, stirred 0.5 hr., 6-methyl-2-phenyl-4H-l,3-oxazin-4-one added, and warmed overnight at 50° 3-acetyl-5-cyano-4,6-diphenyl-2(lH)-pyridone. Y 90%. F. e., also from 2-eth-oxy-2,6-dimethyl-2H-l,3-oxazin-4(3H)-one, s. T.Kato, Y. Yamamoto, and M.Kon-do, Chem. Pharm. Bull. 23, 1873 (1975). 

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