Benzylamine → HCID 19805536, compound

Participants

Reaction Steps

Using a similar procedure to that described in Example 34, but starting from N-benzyl-4-butoxy-2-nitrobenzamide [obtained as an oil of satisfactory purity by heating a mixture containing 4-hydroxy-2-nitrobenzoic acid (J.Chem.Soc., 1949, 1502), butyl iodide, potassium carbonate and N,N-dimethylformamide; hydrolysing a solution of the ester in ethanol with aqueous sodium hydroxide and coupling the resultant acid with benzylamine using the conditions described for the preparation of starting materials in Example 1], using a mixture of ethanol and water (3/1 v/v) as solvent and heating the reaction for 8 hours there was obtained 1,2-dihydro-2-benzyl-6-butoxy-3H-indazol-3-one as a solid, m.p. 148-149° C., in 27% yield.

Provenance & Evidence