50743-17-4

Usage

Uses

Used in Pharmaceutical and Chemical Industries:
3-Cyanochromone is used as a synthetic intermediate for the production of various compounds, including:
1. 2-aminochromone-3-carboxamide
2. 3-amino-4H-chromeno[3,4-d]isoxazol-4-one
3. 3-(diaminomethylene)chroman-2,4-dione
4. Functionalized novel spirobenzofuranones
5. 6H-bis-[1]-benzopyrano[2,3-b:3′,4′-e]pyridin-8(8H)ones
6. 3-(2′-hydroxybenzoyl)-5H-[1]benzopyrano[4,3-b]pyridine
These synthesized compounds have potential applications in the development of pharmaceuticals, agrochemicals, and other specialty chemicals, making 3-cyanochromone a valuable building block in these industries.

Synthesis Reference(s)

The Journal of Organic Chemistry, 64, p. 8736, 1999 DOI: 10.1021/jo991031j

InChI:InChI=1/C10H5NO2/c11-5-7-6-13-9-4-2-1-3-8(9)10(7)12/h1-4,6H

Upstream product

• 17422-74-1 3-Formylchromone 
• 873-67-6 benzonitrile oxide 
• 156544-47-7 3-cyano-4H-1-benzopyran-4-thione 
• 3376-26-9 N-Benzylidenebenzylamine N-oxide 
• 3376-23-6 N-methyl-α-phenylnitrone 
• 89332-91-2 C-cyclohexane-N-methylnitrone 
• 130306-62-6 4-Oxo-4H-chromene-3-carbaldehyde oxime 
• 130306-63-7 4-Oxo-4H-chromene-3-carbaldehyde oxime 

Downstream Products

• 50743-45-8 3-(1H-Tetrazol-5-yl)-chromone 
• 67867-47-4 2-Methyl-3-acetyl-5-oxo-5H-<1>benzopyrano<2,3-b>pyridin 
• 61424-82-6 2-aminochromone-3-carboxaldehyde oxime 
• 75825-84-2 4-(o-hydroxybenzoyl)-pyrazolon-5 
• 91595-89-0 4-(o-hydroxybenzoyl)-pyrazolone-5 
• 90701-02-3 Bis-<1>benzopyrano<2,3-b:3',2'-e>pyridin-5(5H),7(7H)-dion 
• 112583-92-3 2-<2-(2-Hydroxyphenyl)-5-oxo-5H-<1>benzopyrano<2,3-b>pyridin-3-yl>-5H-<1>benzopyrano<2,3-d>pyrimidin-5-on 
• 84671-70-5 2-acetoxy-3-benzamido<1>benzopyrano<2,3-b>pyridin-5(H)-one 
• 61424-76-8 2-amino-3-formylchromone 
• 73262-05-2 2-<(2-hydroxybenzoyl)methylene>-1,3,4,5-tetrahydroimidazole 
• 73262-09-6 N-(2-Amino-phenyl)-4-oxo-4H-chromene-3-carboxamidine 
• 91546-70-2 2-amino-3-[(2-phenylhydrazinylidene)methyl]chromone 

Relevant academic research and scientific papers

Studies on chromone derivatives: regioselective 1,3-dipolar and 1,4-cycloaddition reactions of 3-cyano-4H-1-benzopyran-4-thione

1,3-Dipolar cycloaddition reactions of 3-cyano-4H-1-benzopyran-4-thione 1 with nitrilimines 3, nitrile oxides 7 and aldonitrones 8 yielded regioselective cycloadducts involving the thione function.In the latter two classes, the unstable cycloadducts fragmented to yield 3-cyanochromone 11 and isothiocyanate 12 or thioamide 13, respectively.In contrast, dienamines 14 preferred to react at the carbon-carbon double bond in a 1,4-cycloaddition yielding xanthione (9H-xanthene-9-thione) 16 by elimination of HCN and the amine moiety.Keywords: 1,3-dipolar cycloaddition / 1,4-cycloaddition / 4H-1-benzopyran-4-thione / nitrilimine / nitrile oxide / nitrone

Reactions of 4-Oxo-4H-1-benzopyran-3-carbaldehyde Oxime Assisted by Lanthanide(III) Cations. Roles of the Ln3+ Size, the Counterion and the Solvent.

The interaction of 4-oxo-4H-1-benzopyran-3-carbaldehyde oxime with some lanthanide(III) salts has been examined by 1H-NMR techniques.While in methanol 4-(2-hydroxybenzoyl)isoxazole is produced, in acetone 2-amino-4-oxo-4H-1-benzopyran-3-carbaldehyde and 4-oxo-4H-1-benzopyran-3-carbonitrile are formed.From the 1H-NMR data, it appears that hbisox is produced via two different pathways, depending on the lanthanide(III) used; Lu(ClO4)3 is about 4 times more reactive than LuCl3, and LaCl3 is completely ineffective, in assisting the hbisox formation; Lu3+ is about 5.5 times more effective than La3+ in assisting the formation of bpa2a and bpn.These differences in reactivity are discussed in terms of the polarizing power of the Ln3+ cation and coordinating ability of the counterion.