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Description
TCI D4177 is 2-Amino-3,5-dibromobenzoic Acid, an anthranilic acid derivative carrying two bromine atoms at the 3- and 5-positions of the benzene ring. The compound belongs to the class of non-heterocyclic building blocks, meaning organic synthesis raw materials that provide an aromatic scaffold bearing several reactive functional groups at once. In the laboratory, this material serves as an efficient starting point for constructing nitrogen-containing heterocyclic compounds, particularly quinazolinones and benzoxazinones, and for preparing intermediates in medicinal chemistry research and active ingredient development.
The main appeal of this compound lies in the combination of three complementary functional groups. The adjacent amino and carboxyl groups in the ortho position allow intramolecular cyclization reactions into fused ring systems, while the two bromine atoms act as handles for palladium-catalyzed cross-coupling reactions such as Suzuki, Sonogashira, Heck, and Buchwald–Hartwig. The bromine positions, which differ in their electronic environments, also open opportunities for stepwise and selective functionalization. In addition, bromine atoms are electron-withdrawing, so they influence the acidity of the carboxyl group and the basicity of the amino group.
In Indonesian laboratories, this building block is typically used in university and institutional research groups working on organic synthesis, medicinal chemistry, and new material development, as well as in R&D units preparing candidate compounds and reference intermediates. It is supplied by AMI Scientific as a TCI-brand catalogue item, so researchers who need a defined synthetic scaffold can obtain it through the usual laboratory chemical procurement route rather than preparing the substituted anthranilic acid framework in-house.
Laboratory Applications
- Quinazolinone synthesis — the ortho-positioned amino and carboxyl groups undergo intramolecular cyclization to build fused nitrogen heterocycles without requiring additional scaffold construction steps.
- Benzoxazinone preparation — the same adjacent amino and carboxyl functionality provides a direct route to condensed ring systems commonly targeted in heterocyclic chemistry programmes.
- Palladium-catalyzed cross-coupling — the two bromine substituents serve as reliable handles for Suzuki, Sonogashira, Heck, and Buchwald–Hartwig transformations on the aromatic core.
- Selective stepwise functionalization — because the 3- and 5-bromine positions sit in different electronic environments, they can be addressed sequentially to install two distinct substituents.
- Medicinal chemistry intermediate preparation — the compound acts as a starting material for candidate compounds and reference intermediates in active ingredient research and development work.
Specifications
- Brand: TCI (Tokyo Chemical Industry)
- CAS number: 609-85-8
- Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
- Chemical name: 2-Amino-3,5-dibromobenzoic Acid
- Catalogue code: D4177
- Pack sizes: available in standard TCI catalogue pack sizes; please confirm the currently available packaging when ordering
Handling and Storage
Store the container tightly closed in a cool, dry, well-ventilated area away from direct sunlight, moisture, and incompatible materials, following the storage conditions stated on the manufacturer's label and safety data sheet. Keep the material in its original supplier container, or transfer it only into clean, chemically compatible and clearly labelled vessels. Handle the compound in a fume hood using appropriate personal protective equipment, including gloves, safety glasses, and a laboratory coat. Avoid dust formation, inhalation, and skin or eye contact, and collect any residues as chemical waste in accordance with institutional laboratory procedures.
