2-Fluorobenzonitrile → HCID 12487883, compound

Participants

Reaction Steps

The preparation of 4-phenylquinazolines from amidobenzenes or benzonitriles, as shown in the reaction when p-chloropivalamidobenzene was dilithiated with n-BuLi followed by the addition of o-fluorobenzonitrile to give 57% of 2-t-butyl-6-chloro-4-o-fluorophenylquinazoline [26], and the treatment of o-aminobenzonitrile with phenylmagnesium halide from which the resulting intermediate 2-H2NC6H4C(Ph)=N− then cyclized with carbonyl compounds (e.g., acid chlorides, anhydrides, formates) to give 4-phenyl-quinazolines [27]. Alternatively, the reaction between benzanilides and benzonitriles in the presence of PCl5 and AlCl3 in PhNO2 at 120-150° C. also afforded 2,4-diphenylquinazoline [28];

Provenance & Evidence