314766-07-9

Basic information

• Product Name: ethyl 6-amino-5-cyano-2-methyl-4-(1-naphthyl)-4H-pyran-3-carboxylate
• Synonyms: ethyl 6-amino-5-cyano-2-methyl-4-(1-naphthyl)-4H-pyran-3-carboxylate
• CAS NO: 314766-07-9
• Molecular Formula: C20H18N2O3
• Molecular Weight: 334.36852
• Mol File: 314766-07-9.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: ethyl 6-amino-5-cyano-2-methyl-4-(1-naphthyl)-4H-pyran-3-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 6-amino-5-cyano-2-methyl-4-(1-naphthyl)-4H-pyran-3-carboxylate(314766-07-9)
• EPA Substance Registry System: ethyl 6-amino-5-cyano-2-methyl-4-(1-naphthyl)-4H-pyran-3-carboxylate(314766-07-9)

Safety Data

• Hazardous Substances Data: 314766-07-9(Hazardous Substances Data)

Upstream product

• 2972-83-0 (1-naphthylmethylidene)malononitrile 
• 141-97-9 ethyl acetoacetate 
• 66-77-3 1-naphthaldehyde 
• 109-77-3 malononitrile 

Relevant articles and documents

Three sterically hindered 6-amino-5-cyano-2-methyl-4-(1-naphthyl)-4H-pyran- 3-carboxylate derivatives

In the title compounds, 2-methoxy-ethyl 6-amino-5-cyano-2-methyl-4-(1- naphthyl)-4H-pyran-3-carboxyl-ate, C21H20N2O4, (II), isopropyl 6-amino-5-cyano-2-methyl-4-(1-naphthyl)-4H-pyran-3-carboxyl-ate, C21H20N2O3, (III), and ethyl 6-amino-5-cyano-2-methyl-4-(1-naphthyl)-4H-pyran-3-carboxyl- ate, C20H18N2O3, (IV), the heterocyclic pyran ring adopts a flattened boat conformation. In (II) and (III), the carbonyl group and a double bond of the heterocyclic ring are mutually anti, but in (IV) they are mutually syn. The ester O atoms in (II) and (III) and the carbonyl O atom in (IV) participate in intra-molecular C - H...O contacts to form six-membered rings. The dihedral angles between the naphthalene substituent and the closest four atoms of the heterocyclic ring are 73.3 (1), 71.0 (1) and 74.3 (1)° for (II)-(IV), respectively. In all three structures, only one H atom of the NH2 group takes part in N - H...O [in (II) and (III)] or N - H...N [in (IV)] inter-molecular hydrogen bonds, and chains [in (II) and (III)] or dimers [in (IV)] are formed. In (II), weak inter-molecular C - H...O and C - H...N hydrogen bonds, and in (III) inter-molecular C - H...O hydrogen bonds link the chains into ladders along the a axis. International Union of Crystallography 2007.

One-pot synthesis of 2-amino-3-cyano-4H-pyrans and pyran-annulated heterocycles using sodium citrate as an organo-salt based catalyst in aqueous ethanol

Sodium citrate as a highly efficient catalyst is developed for the synthesis of functionalized 2-amino-3-cyano-4H-pyrans and pyran-annulated heterocycles. This method involves a one-pot three-component reaction of aromatic aldehydes, malononitrile and 1,3

Iodine catalyzed simple and efficient synthesis of antiproliferative 2-pyridones

A simple and efficient method for the selective synthesis of 2-pyrdones from 4H-pyrans using iodine as catalyst and ethanol as solvent was developed. The present method is equally effective for both aromatic and hetero aromatic ring containing 4H-pyrans.