70401-31-9Relevant academic research and scientific papers
Rearrangement of 1-Arylindoles to 5H-Dibenzazepines
Tokmakov, Gennadii P.,Grandberg, Igor I.
, p. 2091 - 2098 (2007/10/02)
An unusual acid-catalyzed rearrangement of 1-arylindoles 1 to 5H-dibenzazepines 2 has been discovered.It can be used for the preparation of 2.The influence of the nature and the position of the substituents in the initial molecule 1 on the rearrangement is discussed.A possible mechanism of the reaction is suggested.A convenient method for preparation of 1-arylindoles 1c-k by means of arylation of 1-unsubstituted indoles with aryl halides by the Ullmann reaction is described.
Synthesis of 2-methylcarbamazepine, a new internal standard for chromatographic assays of carbamazepine (Tegretol)
Patton,Dudley
, p. 257 - 262,258,261 (2007/10/04)
The synthesis of 2-methyl-5H-dibenz[b,f]azepine-5-carboxamide (2-methylcarbamazepine, 2-MCBZ), a promising internal standard for chromatographic assays of the antiepileptic agent carbamazepine is described. N-(p-tolyl)anthranilic acid was utilized as a starting material for the synthesis of a key compound, 2,9-dimethylacridine, which was converted in two steps to 2-methyl-9-hydroxymethylacridan. The acridan, in the presence of polyphosphoric acid, was ring-expanded to form 2-methyl-5H-dibenz[b,f]azepine, this latter compound being converted by conventional reactions to its 5-carbamyl derivative, 2-MCBZ.
