50743-17-4 Usage
Description
3-Cyanochromone, also known as 4-Oxo-4H-1-benzopyran-3-carbonitrile, is a 3-substituted chromone that features a cyano substituted 1-benzopyran-4-one structure. It is characterized by its α,β-unsaturated nitrile and α,β-unsaturated ketone properties, with electron deficiency at three sites: the second position carbon, the cyano carbon, and the carbonyl group. This light yellow crystalline powder is a key intermediate in the synthesis of various organic compounds.
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
Check Digit Verification of cas no
The CAS Registry Mumber 50743-17-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,0,7,4 and 3 respectively; the second part has 2 digits, 1 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 50743-17:
(7*5)+(6*0)+(5*7)+(4*4)+(3*3)+(2*1)+(1*7)=104
104 % 10 = 4
So 50743-17-4 is a valid CAS Registry Number.
InChI:InChI=1/C10H5NO2/c11-5-7-6-13-9-4-2-1-3-8(9)10(7)12/h1-4,6H
50743-17-4Relevant articles and documents
Studies on chromone derivatives: regioselective 1,3-dipolar and 1,4-cycloaddition reactions of 3-cyano-4H-1-benzopyran-4-thione
Sain, Bir,Prajapati, Dipak,Mahajan, Asha R,Sandhu, Jagir S
, p. 313 - 316 (2007/10/02)
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