PREPARATION OF HIGHLY FUNCTIONALIZED IMIDAZOLES FROM ALPHA-AZIDOACETONITRILE X-RAY CRYSTAL-STRUCTURE OF THOXY-2-METHYLAMINO-5-METHYLTHIOCARBAMOYLIMIDAZOLE

The Pinner salt 2 derived from alpha-azidoacetonitrile by sequential t reatment with triethylamine, triphenylphosphine and acyl chlorides or isothiocyanates was converted into the corresponding imidazole 5 or 6, respectively. The crystal structure of 6a has been determined by X-ra y diffraction methods. Dimers of centrosymmetrically related molecules , linked by N-H...N bonds, join together to infinite chains through N- H...S=C halogen interactions.