63405-88-9

Usage

Physical properties

white to pale yellow crystalline powder, soluble in water and ethanol

Uses

synthesis of pharmaceuticals and organic compounds, intermediate in production of dyes and pigments, manufacturing of fragrances and flavorings

Potential medical use

studied for treatment of certain diseases and conditions

Upstream product

• 99-51-4 4-nitro-o-xylene 
• 61594-81-8 4-amino-2-methylbenzaldehyde 
• 50-00-0 formaldehyd 
• 638-03-9 m-toluidine hydrochloride 

Downstream Products

• 890086-36-9 4-(acetylamino)-2-methylphenyl acetate 
• 838858-88-1 4-(acetylamino)-5-bromo-2-methylbenzyl acetate 
• 838858-87-0 N-[4-(acetyloxymethyl)-2-cyano-5-methylphenyl]-acetamide 

Relevant academic research and scientific papers

Chemical development of ZD9331: Synthesis of a bromomethylquinazolinone avoiding a nonselective radical bromination

An efficient regiospecific synthesis of ZD9331 Pivaloyloxymethyl (POM) Bromide (4) has been accomplished via ZD9331 Quinacetate HCl (15) avoiding a nonselective bromination. The original route used a radical bromination on a substrate with three methyl groups, which generated a range of bromomethyl derived compounds that carried through to the final active pharmaceutical ingredient (API). A strategy, based on the Zinin reaction, was developed to synthesize the required bromomethyl compound in a regioselective manner. This approach was successfully scaled to manufacture a tonne of material.

Effect of Substituents on the Reaction of Aromatic Amines and Formaldehyde in Acid Medium

The kinetics and mechanism of the condensation of N- and C-substituted aromatic amines with formaldehyde in acid medium have been studied using quantitative TLC technique, and the first order rate constants and relative reactivities calculated.In all cases where para-position is free, 4-aminobenzyl alcohols are the initial products.These undergo condensation with amines to give 4-(4-aminobenzyl)anilines.The effect of substituents on the reactivity of amines has been discussed.