The taste of 1-alkoxy- and 1-halo-2-amino-4-cyanobenzenes was written by Blanksma, J. J.;Petri, E. M.. And the article was included in Recueil des Travaux Chimiques des Pays-Bas et de la Belgique in 1947.Recommanded Product: 60979-25-1 This article mentions the following:
The 1-alkoxy- and 1-halo-2-amino-4-cyanobenzenes are less sweet than the corresponding nitrobenzenes, though still much sweeter than cane sugar, the 1-methoxy-(I) being 180, 1-ethoxy-(II) 900, 1-propoxy-(III) 2,500, 1-chloro-(IV) 300, and 1-bromo-2-amino-4-cyanobenzene (V) 500 times as sweet as sucrose. Acylation destroyed the sweet taste. I, m. 84°, was prepared by treating 4,2-NC(O2N)C6H3Cl with MeONa and reducing the product with Na2S2; N-Ac, m. 186°, Bz, m. 117°, and carbethoxy derivative, m. 103°, were tasteless as were 1-methoxy-2-nitro-4-carbamylbenzene, m. 117°, and 1-methoxy-2-nitro-4-aminobenzene, m. 49°. Similarly II, m. 112°, its N-Ac, m. 168°, Bz, m. 140°, and carbethoxy derivatives, m. 89°, and 1-ethoxy-2-nitro-4-carbamylbenzene (VI), m. 175°, were prepared VI and NaOCl produced tasteless 1-ethoxy-2-nitro-4-aminobenzene, m. 41°. 1-Propoxy-2-nitro-4-cyanobenzene (VII), m. 105°, was prepared and reduced to III, m. 99° (N-Ac, m. 178°, Bz, m. 135°, and carbethoxy derivatives, m. 66°). The hydrolysis of III to 1-propoxy-2-amino-4-carbamylbenzene (VIII), m. 171°, destroyed the sweetness; Ac derivative of VIII m. 198°; Bz derivative m. 198°. 1-Propoxy-2-nitro-4-carbamylbenzene, m. 158°, is also tasteless. 4-Chlorobenzamide is tasteless but 1-chloro-2-nitro-4-cyanobenzene is 75 times and 1-chloro-2-amino-4-cyanobenzene (IX), m. 92°, 300 times as sweet as sucrose; the Ac derivative of IX, m. 158°, Bz derivative, m. 166°, and 3,5-di-Br derivative, m. 171°, are all tasteless. 1-Chloro-2-nitro-4-carbamylbenzene, m. 156°, 1-chloro-2-amino-4-carbamylbenzene (X), m. 164°, and its 2-AcNH, m. 220°, 2-Ac2N, m. 200°, 2-BzNH, m. 215°, 2-carbethoxyamino, m. 162°, and 3,5-di-Br derivative, m. 248°, are also tasteless. V, m. 99°, was prepared by reducing 2,4-O2N(NC)C6H3Br; its Ac, m. 185°, Bz, m. 160°, carbethoxy, m. 115°, and 3,5-di-Br derivative, m. 180°. In the experiment, the researchers used many compounds, for example, 3-Amino-4-methoxybenzonitrile (cas: 60979-25-1Recommanded Product: 60979-25-1).
3-Amino-4-methoxybenzonitrile (cas: 60979-25-1) belongs to nitriles. Nitrile function is a very important functional group because it can be manipulated to other functional groups such as carboxylic acid by hydrolysis or amine by reduction, respectively. Alkyl nitriles are sufficiently acidic to undergo deprotonation of the C-H bond adjacent to the CN group.Strong bases are required, such as lithium diisopropylamide and butyl lithium. The product is referred to as a nitrile anion. Recommanded Product: 60979-25-1
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts