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An efficient process for preparing 3-methoxymethylquinolines, commencing from substituted anilines and 3-chloropropionyl chloride, has been developed. Reaction of substituted anilines with 3-chloropropionyl chloride in the presence of sodium carbonate produced 3-chloro-N- (substituted phenyl)propionamide, which was treated with dimethylformamide and phosphorus oxychloride (Vilsmeier Reaction) at 85 o C to give 2-chloro-3-chloromethyl substituted quinoline. Selective methoxylation of this dichloro intermediate with sodium methoxide in methanol at 45 o C gave 2-chloro-3-methoxymethyl substituted quinoline, which was dehalogenated by palladium catalyzed hydrodehalogenation to give 3-methoxymethyl substituted quinoline in nearly quantitative yield.

1,3-Dichloropropene (a mixture of cis and trans isomers) has been used to synthesize thiazole derivatives by starting its reaction with sodium thiocyanate to give 3-chloro-2propenylthiocyanate. This thiocyanate on heating undergoes thermal [3,3]-sigmatropic rearrangement to give the isothiocyanate derivative, 3-chloro-1-propenylisothiocyanate. This mixture of cis and trans isomers of isothiocyanate on chlorination gave 2-chloro-5chloromethylthiazole. 5-Hydroxymethylthiazole is made from 2-chloro-5-chloromethyl thiazole in two steps, first by displacement of the aliphatic halogen with formate anion followed by hydrolysis of the formate ester and hydrodehalogenation of the aromatic halogen using hydrogen and palladium on carbon catalyst.

A regiospecific synthesis of diphenyl-4-pyridylcarbinol based on the reaction of benzophenone with 4-cyanopyridine in the presence of sodium [or calcium, lithium and samarium (II)] is reported

A regiospecific synthesis of diphenyl-4-pyridylcarbinol based on the reaction of benzophenone with 4-cyanopyridine in the presence of sodium [or calcium, lithium and samarium (II)] is reported