Hangzhou Leap Chem Co., Ltd. is one of the most professional manufacturers and suppliers of (4-aminophenyl)boronic acid hydrochloride丨cas 80460-73-7 in China. Welcome to wholesale bulk high quality chemical products at competitive price from our factory. If you have any enquiry about custom service, please feel free to email us.
Multiple Grades of (4-Aminophenyl)boronic acid hydrochloride丨CAS 80460-73-7
(4-Aminophenyl)boronic acid hydrochloride (CAS 80460-73-7), also known as 4-aminophenylboronic acid hydrochloride, is an aromatic organoboron compound containing a boronic acid group and an amino substituent at opposite, para-positions of a benzene ring. The hydrochloride form represents the protonated amino functionality associated with a chloride counterion. Its structure combines the synthetic versatility of an arylboronic acid with the chemical reactivity of an aromatic amine, making it a useful building block for medicinal chemistry, pharmaceutical intermediate synthesis, functional materials development, and molecular recognition research.
Chemical Identifiers
| InChI | 1S/C6H8BNO2.ClH/c8-6-3-1-5(2-4-6)7(9)10;/h1-4,9-10H,8H2;1H |
| InChI Key | QBYGJJSFMOVYOA-UHFFFAOYSA-N |
| Smiles | NC1=CC=C(B(O)O)C=C1.[H]Cl |
| EC No. | 623-030-1 |
| MDL No. | MFCD03001333 |
| PubChem CID | 2734614 |
Applications
Applications in Suzuki–Miyaura Cross-Coupling Reactions
(4-Aminophenyl)boronic acid hydrochloride can be used as an organoboron building block in Suzuki–Miyaura cross-coupling chemistry. Under suitable palladium-catalyzed conditions, its boronic acid group can react with compatible aryl or heteroaryl halides to form new carbon–carbon bonds. This approach enables the introduction of a para-aminophenyl fragment into larger aromatic frameworks. Reaction conditions must account for the hydrochloride salt, the acid–base environment, and potential interactions between the amino group and the catalyst.
Applications in Medicinal Chemistry
In medicinal chemistry, this compound provides a useful route for preparing aromatic research molecules containing an amino group. Aromatic amines are important synthetic intermediates because they can be converted into amides, sulfonamides, ureas, and other nitrogen-containing derivatives. Through suitable cross-coupling reactions, researchers can incorporate the aminophenyl fragment into candidate molecules and subsequently modify the amino functionality. This approach supports analog synthesis, lead optimization, and structure–activity relationship studies.
Applications in Pharmaceutical Intermediate Synthesis
(4-Aminophenyl)boronic acid hydrochloride may support pharmaceutical intermediate synthesis requiring amino-substituted aromatic structures. The boronic acid functionality enables carbon–carbon bond formation, while the amino group provides an additional site for chemical modification. Following suitable coupling reactions, the resulting intermediates may undergo acylation, sulfonylation, or other nitrogen-functionalization transformations. The hydrochloride form may be convenient for certain handling or formulation considerations, although its solubility and stability must be evaluated under the intended processing conditions.
Applications in Functionalized Biaryl Synthesis
The compound is useful for constructing biaryl molecules containing an amino group at the para-position of a phenyl ring. Through Suzuki–Miyaura coupling, the aminophenyl fragment can be connected to selected aromatic or heteroaromatic partners. The resulting amino-functionalized biaryls provide intermediates for further synthetic transformations and the development of more complex molecular frameworks. Their defined substitution pattern is particularly useful for preparing structurally consistent aromatic derivatives.
