An unexpected rearrangement of 4-alkylaminoindoles was written by Ley, Steven V.;Porter, Roderick A.. And the article was included in Journal of the Chemical Society, Chemical Communications in 1982.Computed Properties of C9H10N2 This article mentions the following:
The aminoindoles I (R = Me, CH2Ph, CH2CO2Et, R1 = H) rearranged on refluxing in PhMe containing 4-MeC6H4SO3H for 23, 21, and 44 h, resp., to give the indoles I (R = H, R1 = Me, CH2Ph, CH2CO2Et) in 75, 90, and 77% yield, resp. The mechanism involves initial ring opening to give a diamino aldehyde intermediates which recyclizes to give the thermodynamically preferred 1-alkyl-4-aminoindoles. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-indol-4-amine (cas: 85696-95-3Computed Properties of C9H10N2).
1-Methyl-1H-indol-4-amine (cas: 85696-95-3) belongs to indole derivatives. In addition to tryptophan, indigo, and indoleacetic acid, numerous compounds obtainable from plant or animal sources contain the indole molecular structure. Moreover, it is known that it controls biofilm formation. However, the role of indole in the cell has not been fully elucidated.Computed Properties of C9H10N2
Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles