Aminomethylation of benzoxazolidin-2–one was carried out by treating benzoxazolidin-2–one with formaldehyde and 4 – aminosalicylic acid. The resultant compound was designated as 3–(4-carboxy–3 - hydroxyphenyl aminomethyl) benzoxazolidin-2-one (CHPA-BOX) The transition metal complexes of Cu2+ Co2+ Ni2+, Mn2+, Zn2+, UO2+ and Fe3+ of CHPA-BOX have been prepared. Elemental analyses, spectral studies, magnetic moment determination, molar conductivity measurement and microbial activity of CHPA-BOX and its metal complexes were carried out.