Ausgehend von Benzophenon (I) entsteht durch Chlormethylierung und anschließende Umwandlung des gebildeten 3‐Chlormethyl‐Derivats (IIa) das 3‐Cyanmethyl‐Derivat (IIb), das sich in Gegenwart von Dimethyl‐ oder Diphenylsulfid als Aktivatoren der Benzylgruppe zu den intermediären α‐Mercapto‐Verbindungen (III) methylieren läßt. Neben (IIIa) wird das desulfurierte Derivat a,a‐Dimethyl‐a‐(3‐benzoylphenyl)‐acetonitril in 1 lproz. Ausb. gebildet.

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p‐Thiokresol (I) kondensiert mit Oxalylchlorid zum Dioxo‐benzothiophen (II), das mit Chloressigsäure zur Dicarbonsäure (IIIa) führt, die zu (IIIb) decarboxyliert werden kann.

The total synthesis of the title compound 8 started with p‐thiocresol which was acylated with oxalyl chloride to give compound 1. This product underwent a condensation reaction with chloroacetic acid under basic conditions yielding compound 2. Two different synthetic pathways were used to convert compound 2 into the title compound 8. The first consisted in decarboxylation of 2 to 3, which was then converted to the ester 4, which was brominated and the product 5 was subjected to a Friedel‐Craft's reaction with benzene. The resulting benzyl derivative 6 was oxidized to the benzoyl stage i.e. compound 7, which was finally hydrolyzed to 8. The second pathway was similar to the first one so that the steps of esterification, bromination, Friedel‐Craft's alkylation and oxidation started with the dicarboxylic acid 2. Thus compounds 12–16 were obtained, and the last product was decarboxylated to 8. The yields in both procedures were similar. Finally, the dethiation of compound 8 with Raney nickel afforded compounds 18, 19 and 20.

Abstractα‐Haloacetanilides Ia‐e react with hexamine in ethanol giving the bisimidazolidin‐4‐one derivatives IIa‐e, which hydrolize, in acidic media into the corresponding mono‐imidazolidin‐4‐ones IIIa‐e. The compounds IIa‐d were converted into 1,4‐benzodiazepin‐2‐ones, under different conditions and in the presence of a variety of agents. The yields were between 50 and 100%.