Investigations in the field of the bimolecular alkylidene-arylamines. IV. Structure of the bromination product of the diacetyl derivative of trans-2-methyl-4-anilino-1,2,3,4-tetrahydroquinoline was written by Zalukajvs, L.. And the article was included in Latvijas PSR Zinatnu Akademijas Vestis in 1956.Product Details of 135311-97-6 This article mentions the following:
In order to prove that the bimol. ethylideneaniline is not a trans-1,3-dianilino-1-butene, as stated by Eibner [Ann. 318, 58 (1901)], but trans-2-methyl-4-anilino-1,2,3,4-tetrahydroquinoline (I), the product was acetylated, brominated, and finally hydrolyzed. Acetylating I, m. 126°, yielded the diacetyl derivative (II) in 68% yield, m. 187-8° (from EtOH). Monobromination of 12.8 g. II gave 6.5 g. colorless monobromo derivative (III), m. 156° (from EtOH). Hydrolysis of III by boiling 50% H2SO4 led to the 6-bromoquinaldine, m. 100-1°, which gave no depression when mixed with an authentic sample obtained from p-bromoaniline and paraldehyde. If the bimol. ethylideneaniline had the structure proposed by Eibner, the transformations above would have led to the quinaldine or its 3- or 4-monobromo derivative 8 references. In the experiment, the researchers used many compounds, for example, 6,7-Dihydroisoquinolin-8(5H)-one hydrochloride (cas: 135311-97-6Product Details of 135311-97-6).
6,7-Dihydroisoquinolin-8(5H)-one hydrochloride (cas: 135311-97-6) belongs to isoquinoline derivatives. Quinoline and its derivatives are widely used as fungicides, biological agents, antibiotics, alkaloids, dyes, rubber chemicals and flavoring agents. Isoquinoline-type alkaloids show biological activities similar to those of morphinane-, protoberberine-, and benzophenanthridine-type alkaloids.Product Details of 135311-97-6
Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem