Phosphorus sulfide (P2S5) → HCID 178463820, compound

Participants

Reaction Steps

6-Bromobenz(cd)indol-2-(1H)-one is treated with ethyl chloroformate in alkaline solution to yield the N-carbethoxy derivative. Successive reactions with magnesium, formaldehyde, and 48% hydrobromic acid leads to 6-bromomethylbenz(cd)indol-2(1H)-one, which on treatment with diethylamine yields the 6-diethylaminomethyl derivative. Treatment with P2S5 in refluxing pyridine leads to 6-diethylaminomenthylbenz(cd)indol-2-thiol, which on reaction with molar equivalents of 3-(1H-imidazol-1yl)propanamine and mercuric acetate in refluxing ethanol, under the conditions of Example 55, leads to the preparation of the title compound.

Provenance & Evidence