Action of heat on 6-p-chlorophenylsulphonylamino-5-p-chlorophenylsulphonylimino-1,2,5,6-tetrahydro-4,6-butano-4H-pyrrolo[3,2,1-ij]quinoline: crystal structure of 7a-p-chlorophenylsulphonylamino-4,5,7a,8,9,10-hexahydro-7H-pyrrolo[3,2,1-de]phenanthridine

Abstract

On heating to 130 °C, 6-p-chlorophenylsulphonylamino-5-p-chlorophenylsulphonylimino-1,2,5,6-tetrahydro-4,6-butano-4H-pyrrolo[3,2,1-ij]quinoline rearranges forming 7,7a-bis-(p-chlorophenylsulphonylamino)-4,5,7a,8,9,10-hexahydro-7H-pyrrolo[3,2,1-de]phenanthridine. Reduction of this compound with borohydride results in elimination of one of the p-chlorophenylsulphonylamino groups. The crystal structure of 7a-p-chlorophenylsulphonylamino-4,5,7a,8,9,10-hexahydro-7H-pyrrlolo[3,2,1-de]phenanthridine (a= 11.93, b= 10.088, c= 16.23 Å, β= 104.27° space group P2₁/c; four-circle diffractometer data; 2 789 independent reflections; Mo-K_α radiation) has been determined by direct methods and refined by block matrix least-squares to R= 0.036 in order to establish the molecular structure.