131775-94-5

Basic information

• Product Name: (1-NAPHTHYLAMINOMETHYLENE)MALONIC ACID DIETHYL ESTER
• Synonyms: (1-NAPHTHYLAMINOMETHYLENE)MALONIC ACID DIETHYL ESTER;diethyl [(naphthalen-1-ylamino)methylidene]propanedioate
• CAS NO: 131775-94-5
• Molecular Formula: C18H19NO4
• Molecular Weight: 313.35
• Mol File: 131775-94-5.mol
• Article Data: 8

Chemical Properties

• Melting Point: 87.5-88 °C
• Boiling Point: 422.9°C at 760 mmHg
• Flash Point: 209.6°C
• Appearance: /
• Density: 1.21g/cm³
• Vapor Pressure: 2.33E-07mmHg at 25°C
• Refractive Index: 1.608
• PKA: -0.48±0.70(Predicted)
• CAS DataBase Reference: (1-NAPHTHYLAMINOMETHYLENE)MALONIC ACID DIETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: (1-NAPHTHYLAMINOMETHYLENE)MALONIC ACID DIETHYL ESTER(131775-94-5)
• EPA Substance Registry System: (1-NAPHTHYLAMINOMETHYLENE)MALONIC ACID DIETHYL ESTER(131775-94-5)

Safety Data

• Hazardous Substances Data: 131775-94-5(Hazardous Substances Data)

Usage

General Description

(1-Naphthylaminomethylene)malonic acid diethyl ester is a chemical compound with the molecular formula C21H21NO5. It is an organic compound that is commonly used as a substrate in the synthesis of various organic compounds. The compound has been utilized in the development of pharmaceuticals, dyes, and other industrial products. It is a diethyl ester of malonic acid, which is a precursor to a wide variety of biologically active compounds. The chemical structure of (1-naphthylaminomethylene)malonic acid diethyl ester contains a naphthalene ring and an aminomethylene group, which gives it unique properties and reactivity. Overall, this compound serves as a versatile building block for the synthesis of complex organic molecules.

InChI:InChI=1/C18H19NO4/c1-3-22-17(20)15(18(21)23-4-2)12-19-16-11-7-9-13-8-5-6-10-14(13)16/h5-12,19H,3-4H2,1-2H3

Upstream product

• 105-53-3 diethyl malonate 
• 134-32-7 1-amino-naphthalene 
• 87-13-8 diethyl 2-ethoxymethylenemalonate 

Downstream Products

• 134-32-7 1-amino-naphthalene 
• 65504-13-4 benzo[h]quinolin-4(1H)-one 
• 71083-13-1 ethyl 4-oxo-1,4-dihydrobenzoquinoline-3-carboxylate 
• 51726-83-1 4-oxo-1,4-dihydrobenzo[h]quinoline-3-carboxylic acid 
• 37041-30-8 3-carbethoxy-4-chlorobenzo(h)quinoline 

Relevant articles and documents

The synthesis of benzo[h]quinolines as topoisomerase inhibitors

A range of benzo[h]quinolines of potential biological interest have been prepared by'way of the 2-chloroand the 4-chlorobenzo[h]quinoline-3-carbaldehyde isomers.

Synthesis of Fused Pyrimidinone and Quinolone Derivatives in an Automated High-Temperature and High-Pressure Flow Reactor

Fused pyrimidinone and quinolone derivatives that are of potential interest to pharmaceutical research were synthesized within minutes in up to 96% yield in an automated Phoenix high-temperature and high-pressure continuous flow reactor. Heterocyclic scaffolds that are either hard to synthesize or require multisteps are readily accessible using a common set of reaction conditions. The use of low-boiling solvents along with the high conversions of these reactions allowed for facile workup and isolation. The methods reported herein are highly amenable for fast and efficient heterocycle synthesis as well as compound scale-ups.

2,2-Bis(ethoxycarbonyl)vinyl (BECV) as a versatile amine protecting group for selective functional-group transformations

A 2,2-Bis(ethoxycarbonyl) vinyl- (BECV) group was used for the selective protection of amines at room temperature in the presence of potentially interfering functional groups such as OH, SH, COOH as well as other NH 2 groups. Several functional group transformations such as esterification, O-alkylation, O-acylation, N-alkylation, N-acylation, S-alkylation can selectively be carried out in the presence of the BECV group. The selective deprotection of the BECV group was achieved in a short time using ethylenediamine at room temperature while several other functional groups such as benzoate, aliphatic esters, amides and ethers remain intact. The BECV group shows orthogonal stability against the common protecting groups such as Fmoc, Cbz and Boc.