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

N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline (also known as EEDQ) is a compound used in the field of pharmacology and organic chemistry. It is a reagent used for the irreversible alkylation of amines and carboxylic acids.

Chemistry

N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline is a quinoline derivative. Quinoline is a heterocyclic aromatic organic compound with the chemical formula C9H7N. It is a colorless hygroscopic liquid with a strong odor. Aged samples, if exposed to light, become yellow and later brown. Quinoline is only slightly soluble in cold water but dissolves readily in hot water and most organic solvents.

Synthesis

The synthesis of N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline involves the reaction of ethanol with carbon dioxide in the presence of a catalyst. The resulting compound is then reacted with 2-ethoxy-1,2-dihydroquinoline to produce N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline.

Applications

In pharmacology, N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline is used as a reagent for the irreversible alkylation of amines and carboxylic acids. This makes it a useful tool in the study of neurotransmitters and receptors. It is also used in the synthesis of various pharmaceuticals.

Safety

Like many organic compounds, N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline should be handled with care. It can cause irritation to the skin and eyes, and may be harmful if swallowed or inhaled.

See also

• Quinoline
• Ethanol
• Carbon dioxide
• Neurotransmitter
• Receptor (biochemistry)