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Description
TCI D3746, chemically known as 2,4-Dichloro-6,7-dimethoxyquinazoline (CAS 27631-29-4), is a heterocyclic compound built around a quinazoline core that carries two chlorine atoms at positions 2 and 4 together with two methoxy groups at positions 6 and 7. In the laboratory it serves as a highly valued heterocyclic building block in medicinal chemistry, because the 6,7-dimethoxyquinazoline framework is a structural motif frequently encountered in bioactive molecules. Its availability as a ready-to-use starting material removes several synthetic steps that would otherwise require constructing the quinazoline ring from anthranilate precursors.
The property that makes this compound such a widely preferred choice is the differentiated reactivity of its two chlorine atoms. Position 4 of the quinazoline ring is generally far more reactive toward nucleophilic aromatic substitution than position 2, allowing researchers to introduce a first nucleophile selectively and then displace the second chlorine under more forcing conditions. This kind of stepwise control is extremely valuable when building compound libraries with directed substituent variation. At the same time, the two electron-rich methoxy groups modulate the electron density of the ring system and often play an important role in molecular recognition at the target binding site.
In Indonesian laboratories, this building block fits naturally into synthetic and medicinal chemistry programmes at universities, research institutes, and pharmaceutical development groups. Because the quinazoline ring is delivered pre-formed and pre-functionalised, teams working with limited synthetic capacity or tight project timelines can move directly to the substitution chemistry that matters for their research question, rather than devoting weeks of bench work and reagent consumption to ring construction from anthranilate starting materials.
Laboratory Applications
Medicinal chemistry lead development — the 6,7-dimethoxyquinazoline framework is a recurring motif in bioactive molecules, so this compound gives chemists a direct entry point into pharmacologically relevant chemical space.
Sequential nucleophilic aromatic substitution — the markedly higher reactivity at position 4 compared with position 2 lets researchers install two different nucleophiles in a controlled, deliberately ordered fashion.
Compound library synthesis — stepwise displacement of the two chlorine atoms permits systematic and directed variation of substituents, which is exactly what is required when generating focused screening libraries.
Heterocyclic building block chemistry — supplying the quinazoline core already assembled eliminates the multi-step ring construction from anthranilate compounds that such projects would otherwise demand.
Structure–activity relationship studies — the electron-rich methoxy groups tune ring electron density and often contribute to molecular recognition at the active site, making substituent effects informative.
Specifications
Brand: TCI (Tokyo Chemical Industry)
CAS Number: 27631-29-4
Chemical Name: 2,4-Dichloro-6,7-dimethoxyquinazoline
Category: Chemistry > Building Blocks > Heterocyclic Building Blocks
Pack Sizes: available in standard TCI research-scale catalogue pack sizes; please confirm the currently listed options when ordering
Storage: store according to the conditions stated on the manufacturer's label and Safety Data Sheet
Handling and Storage
Store this building block in a cool, dry, and well-ventilated location, keeping the container tightly closed in accordance with the conditions specified on the TCI label and the accompanying Safety Data Sheet. As a chlorinated heterocycle, the material should be protected from moisture and kept in its original tightly sealed container or an equivalent chemically compatible, clearly labelled vessel. Handle it inside a fume hood using appropriate personal protective equipment, including safety glasses, gloves, and a laboratory coat, and avoid the generation and inhalation of dust. Weigh and transfer the compound promptly, reseal the container immediately after use, and consult the Safety Data Sheet before first handling and for waste disposal guidance.
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