New research progress on 3491-12-1 in 2021. 3491-12-1, Name is 4-[4-(4-aminophenoxy)phenoxy]aniline, molecular formula is C18H16N2O2, Quality Control of 4-[4-(4-aminophenoxy)phenoxy]aniline, SMILES is NC1=CC=C(OC2=CC=C(OC3=CC=C(N)C=C3)C=C2)C=C1 belongs to naphthyridine compound, is a common compound. In a patnet, author is Narender, Atmakuri, once mentioned the new application about 3491-12-1.
2-Amino-pyridine-3-carboxaldehyde and 3-cyclopropyl-3-oxopropionic acid ethyl ester react each other to provide 2-cyclopropyl-[1,8]-naphthyridin-3-carboxylic acid ethylester (1) which reacts with 99 % hydrazine hydrate to yield 2-cyclopropyl-[1,8]-naphthyridine-3-carboxylic acid hydrazide (2). This acid hydrazide (2), reacts with different acetophenones to yield respective Schiff bases (3a-h). Compounds 3a-h react with Vilsmeier-Haack reagent (DMF/POCl3) to furnish 1-(2-cyclopropyl-[1,8]-naphthyridine-3-carbonyl)-3-phenyl-1H-pyrazole-4-carbaldehydes (4a-h). 2-Cyclopropyl-[1,8]-naphthyridine-3-carboxylic acid hydrazide (2) on reaction with substituted acetylacetones and substituted ethyl acetoacetates gives substituted 2-cyclopropyl-[1,8]-napthyridin-3-yl)-(3,5-dimethyl-pyrazol-1-yl)-methanones (5a-d) and 2-(2-cyclopropyl-[1,8]-naphthyridine-3-carbonyl)-5-methyl-2,4-dihydropyrazol-3-ones (6a-c), respectively. On the other hand, hydrazide (2) reacts with different aromatic aldehydes yields 2-cyclopropyl-[1,8]-naphthyridine-3-carboxylic acid benzylidene-hydrazides (7a-g). Compounds (7a-g) on reaction with mercapto-acetic acid offered 3-[(2-cyclopropyl-[1,8]-naphthyridin-3-yl-methyl)aminolphenyl-thiazolidin-4-ones (8a-g). Interaction of acid hydrazide (2) with different aromatic acid chlorides afford N’-acetyl/benzoyl-2-cyclopropyl-1,8-naphthyridine-3-carbohydrazides (9a-d), which on treatment with POCl3 yield 2-cyclopropyl-[1,8]-haphthytidin-3-yl)-(5-phenyl-[1,3,4]-oxadiazol-2-yl)methanone (10a-d).
Future efforts will undeniably focus on the diversification of the new catalytic transformations. In my other articles, you can also check out more blogs about 3491-12-1. Quality Control of 4-[4-(4-aminophenoxy)phenoxy]aniline.
Reference:
1,8-Naphthyridine – Wikipedia,
,1,8-Naphthyridine | C8H6N2 – PubChem