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Description
TCI E0709 Ethyl 3-Amino-2-butenoate is an enamino ester, a compound that carries both an amino group and an ester group linked through a carbon–carbon double bond within a single short framework. TCI supplies it as a non-heterocyclic building block, yet it is precisely from this material that a great many heterocyclic rings are constructed. In synthetic laboratories, this reagent is known as a classic reaction partner in nitrogen ring formation because it already brings a nitrogen atom, a nucleophilic carbon, and an ester group all at once, allowing the ring-assembly sequence to be condensed into a single efficient and easily reproducible condensation step.
The property that makes this compound so valuable is the dual character of its enamino group. The carbon atom alpha to the ester is nucleophilic as a result of delocalization of the nitrogen lone pair, while the nitrogen atom itself remains capable of attacking the carbonyl group of a reaction partner. This combination makes it an ideal component in multicomponent reactions such as the Hantzsch synthesis for forming dihydropyridine rings, as well as in condensations leading to pyrimidines, pyrazoles, and substituted pyridines. Its conjugated system also confers sufficient stability for storage and routine handling.
In Indonesian laboratories, Ethyl 3-Amino-2-butenoate is typically used in organic synthesis groups at universities and research institutes, and in medicinal chemistry work where nitrogen heterocycle scaffolds must be prepared from simple starting materials. Because it consolidates several structural elements into one reagent, it suits laboratories that need to shorten multi-step routes, reduce reagent inventory, and obtain reproducible results across repeated preparations by different operators.
Laboratory Applications
Hantzsch dihydropyridine synthesis — the reagent supplies the nitrogen atom and the nucleophilic alpha carbon in one component, so the ring closes in a single multicomponent condensation instead of a longer stepwise sequence.
Pyrimidine ring construction — its nitrogen atom can attack a partner carbonyl group while the alpha carbon acts as the nucleophile, providing both bond-forming sites required to assemble the six-membered diaza ring.
Pyrazole preparation — the enamino ester framework already carries a nitrogen atom and an activated carbon centre, which lets condensation partners build the five-membered ring without additional functional-group installation steps.
Substituted pyridine synthesis — because the ester group is retained through the condensation, the resulting pyridine emerges already bearing a carboxylate handle for subsequent derivatization in the same synthetic route.
General nitrogen heterocycle building-block work — supplied by TCI as a non-heterocyclic building block, it serves as a compact starting material from which many different heterocyclic scaffolds are elaborated.
Specifications
Brand: TCI (Tokyo Chemical Industry)
Product code: E0709
CAS number: 7318-00-5
Chemical name: Ethyl 3-Amino-2-butenoate (enamino ester)
Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
Pack sizes: available in the standard laboratory pack sizes offered by TCI for this catalogue item; please confirm the packaging option when ordering
Storage: store in a closed original container under the conditions stated on the manufacturer's label
Handling and Storage
Store Ethyl 3-Amino-2-butenoate in its original tightly closed container, in a cool, dry, and well-ventilated place away from direct sunlight, heat sources, and incompatible reagents. The conjugated enamino system gives the compound sufficient stability for normal storage, but containers should still be kept properly sealed and returned promptly after use so that moisture and air exposure are minimized. Handle the material in a fume hood using safety glasses, gloves, and a laboratory coat, and transfer it with clean dry glassware or a chemically compatible spatula. Always consult the manufacturer's safety data sheet before use, keep the label legible, and dispose of residues and contaminated materials through the laboratory's designated chemical waste route.
