N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline

N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline[1]
Names
	IUPAC name 2-Ethoxy-2H-quinoline-1-carboxylic acid ethyl ester
	Other names Ethyl 1,2-dihydro-2-ethoxyquinoline-1-carboxylate
Identifiers
CAS Number	16357-59-8 ;
3D model (JSmol)	Interactive image;
Abbreviations	EEDQ
ECHA InfoCard	100.036.728
PubChem CID	27833;
UNII	60O971AN19 ;
CompTox Dashboard (EPA)	DTXSID50871969 ;
	SMILES CCOC1C=CC2=CC=CC=C2N1C(=O)OCC;
Properties
Chemical formula	C14H17NO3
Molar mass	247.29 g/mol
Melting point	62 to 67 °C (144 to 153 °F; 335 to 340 K)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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	Infobox references

N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline (EEDQ) is an irreversible dopamine-receptor antagonist.[2]

EEDQ is also a highly specific reagent for carboxyl groups. It enables the coupling of acylamino acids with amino acid esters in high yield and without racemization.[3]

References

2-Ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline at Sigma-Aldrich
Neuroscience Letters 1992, 137(2), p.265
https://www.bachem.com/bachem/bachem/joust/index.cfm?idland=223

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[1] 2-Ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline at Sigma-Aldrich

[2] Neuroscience Letters 1992, 137(2), p.265

[3] https://www.bachem.com/bachem/bachem/joust/index.cfm?idland=223