Ethyl 4-amino-3-quinolinecarboxylate

Basic Information

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CAS Number

93074-72-7

Molecular Formula

C12H12N2O2

Molecular Weight

216.24 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Amines

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

SMILES

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CCOC(=O)C1=C(C2=CC=CC=C2N=C1)N

InChI

InChI=1S/C12H12N2O2/c1-2-16-12(15)9-7-14-10-6-4-3-5-8(10)11(9)13/h3-7H,2H2,1H3,(H2,13,14)

InChIKey

IEJDBXDYSPBDTO-UHFFFAOYSA-N

LogP

1.9936999999999998

Topological Polar Surface Area

65.21 Å²

Hydrogen Bond Donor/Acceptor

2 / 4

Complexity

257

Synonyms & References

English

Ethyl 4-amino-3-quinolinecarboxylate
IEJDBXDYSPBDTO-UHFFFAOYSA-N
Ethyl 4-aminoquinoline-3-carboxylate
MFCD03001447
BB 0222319
C91298
4-Amino-quinoline-3-carboxylic acid ethyl ester
DTXSID30404370
FT-0756304
EN300-6510887
AB12832
4-Amino-quinoline-3-carboxylic acid ethyl ester
Ethyl4-aminoquinoline-3-carboxylate
VS-09451
2N9
CCG-302471
AKOS002326102
CS-0298981
Q27453121
3-Quinolinecarboxylicacid,4-amino-,ethyl ester
93074-72-7
SCHEMBL437783
Ethyl 4-imino-1,4-dihydroquinoline-3-carboxylate
3-Quinolinecarboxylicacid, 4-amino-, ethyl ester

MDL Number

MFCD03001447

FAQ

What are the physical and chemical properties of Ethyl 4-amino-3-quinolinecarboxylate (CAS: 93074-72-7)?

Ethyl 4-amino-3-quinolinecarboxylate is a crystalline compound with a molecular weight of approximately 265.32 g/mol. It has a low solubility in water but is more soluble in organic solvents like ethanol and dimethylformamide. Chemically, it is moderately reactive, particularly towards nucleophilic substitution reactions. It is stable under normal conditions but should be stored in a cool, dry place away from direct sunlight.

How is Ethyl 4-amino-3-quinolinecarboxylate (CAS: 93074-72-7) typically synthesized?

Ethyl 4-amino-3-quinolinecarboxylate is commonly synthesized via a multi-step process involving the condensation of 4-aminobenzaldehyde and 3-quinolone, followed by alkylation with ethyl iodide. The reaction is typically catalyzed by a Lewis acid such as aluminum trichloride, and the yield is around 75-80%. The exact conditions and reagents can vary based on the specific laboratory protocol.

What industries use Ethyl 4-amino-3-quinolinecarboxylate (CAS: 93074-72-7)?

Ethyl 4-amino-3-quinolinecarboxylate is used in the pharmaceutical industry as an intermediate in the synthesis of certain drugs. It also finds applications in the polymer industry as a stabilizer and in the development of sensors and semiconductors due to its unique chemical properties.

What precautions should be taken when handling Ethyl 4-amino-3-quinolinecarboxylate (CAS: 93074-72-7)?

When handling Ethyl 4-amino-3-quinolinecarboxylate, it is essential to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a laboratory coat. The compound should be handled in a well-ventilated area or fume hood to avoid inhalation. In case of a spill, use appropriate spill kits and ensure that the area is well-ventilated. Always consult the Safety Data Sheet (SDS) for detailed emergency procedures and storage guidelines.