Boc-4-chloroaniline

Boc-4-chloroaniline is a key synthetic intermediate extensively employed in pharmaceutical research and organic synthesis. As a protected aniline derivative, Boc-4-chloroaniline enables chemists to perform selective transformations on the aromatic ring—such as ortho-lithiation, cross-coupling reactions, and nucleophilic substitutions—without interference from the reactive aniline nitrogen. The Boc group can be readily removed under mild acidic conditions (e.g., TFA or HCl), providing a reliable route to functionalized 4-chloroaniline derivatives. Boc-4-chloroaniline serves as a nucleophile that reacts efficiently with various electrophiles to form substituted anilines, and it is used in the synthesis of quinazolinones and other heterocyclic compounds. Perhaps most significantly, Boc-4-chloroaniline plays a critical role in one of the synthetic routes to efavirenz—an essential antiretroviral drug used in the treatment of acquired immunodeficiency syndrome (AIDS)—via an ortho-lithiation reaction. The compound‘s well-defined crystalline form, high purity (≥97.5–99%), and predictable reactivity make Boc-4-chloroaniline an indispensable building block for medicinal chemists and process development scientists working on complex molecule synthesis.

 

Product Parameters

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Parameter	Specification
Product Name	Boc-4-chloroaniline
CAS Number	18437-66-6
Molecular Formula	C₁₁H₁₄ClNO₂
Molecular Weight	227.69 g/mol
Appearance	White solid
Melting Point	102–106 °C (lit.)
Density	1.195 ± 0.06 g/cm³ (predicted)
Boiling Point	265.2 ± 23.0 °C (predicted)
pKa	12.99±0.70
Storage Condition	Store at room temperature in a cool, dry place

 

Why Cosperpharm?

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When your medicinal chemistry program or API manufacturing campaign requires reliable protected aniline intermediates, Cosperpharm delivers Boc-4-chloroaniline with the purity, consistency, and documentation that pharmaceutical customers expect.

 

Purity that enables reproducible chemistry. The ortho-lithiation of Boc-4-chloroaniline—a key step in efavirenz synthesis—is highly sensitive to impurities. Any variability in the starting material can compromise reaction yield and product quality. Our analytical release protocol includes HPLC/GC purity verification (≥97.5–99%), melting point confirmation, and identity verification—because your complex synthetic route depends on the quality of this building block.

 

Documentation that supports your research and regulatory needs. Every shipment includes a Certificate of Analysis (COA) with batch-specific purity data, chromatographic traceability, and physical property verification. Custom quality agreements and additional documentation are available upon request for customers requiring enhanced regulatory support.

 

Flexible supply across all development stages. Cosperpharm supplies Boc-4-chloroaniline from gram-scale R&D quantities for medicinal chemistry exploration to kilogram-scale batches for process development and commercial manufacturing. R&D samples ship within 5–7 business days; bulk orders ship within 2–3 weeks.

 

Technical support for your synthetic challenges. Our process chemistry team can advise on ortho-lithiation conditions, Boc deprotection strategies, and downstream functionalization of the aniline scaffold—because we have extensive experience with this versatile intermediate across multiple synthetic campaigns.

 

Global reach with transparent pricing. Cosperpharm ships to pharmaceutical manufacturers, CROs, and research institutions worldwide, with full customs documentation included. Volume discounts apply at larger scales, and we communicate lead times upfront—no hidden fees, no unexpected delays.

 

Product Advantages

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Key Intermediate for Efavirenz Synthesis

Boc-4-chloroaniline plays a critical role in one of the synthetic routes to efavirenz, a first-line antiretroviral drug for the treatment of HIV/AIDS. The ortho-lithiation reaction of Boc-4-chloroaniline represents a key transformation in this pathway, with documented flow chemistry yields of 70% compared to 28% in batch processes.

 

 Orthogonal Reactivity via Boc Protection

The Boc protecting group on Boc-4-chloroaniline enables selective functionalization of the aromatic ring while masking the reactive aniline nitrogen. This orthogonal protection strategy allows chemists to perform diverse transformations—including ortho-lithiation, Suzuki coupling, and Buchwald–Hartwig amination—with predictable selectivity. The Boc group is readily removed under mild acidic conditions (TFA or HCl), providing a clean deprotection pathway.

 

 Versatile Building Block for Heterocycle Synthesis

Boc-4-chloroaniline serves as a nucleophile that reacts efficiently with amines and other electrophiles to form substituted anilines. It is employed in the synthesis of quinazolinones and other pharmaceutically relevant heterocyclic compounds, demonstrating its utility across diverse medicinal chemistry programs.

 

 High Purity and Crystalline Form

Boc-4-chloroaniline is available at high purity grades (≥97.5–99%) and presents as a white crystalline solid with a well-defined melting point of 102–106 °C. This crystalline form facilitates convenient weighing, handling, and purification—practical advantages that streamline synthetic workflows.

 

 Stable and Convenient to Store

Boc-4-chloroaniline is stable under recommended storage conditions (room temperature, cool and dry place), offering excellent shelf life without the need for specialized cold-chain storage. This stability makes it a practical choice for both research laboratories and manufacturing facilities.

 

Storage Conditions

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Store Boc-4-chloroaniline in a tightly sealed container at room temperature in a cool, dry place. Keep the container protected from light and moisture. The compound is stable under recommended storage conditions.

 

Shelf life: Long-term stability is maintained when stored in a cool, dry place. For extended storage, ensure the container is tightly sealed to prevent moisture ingress.

 

Handling precautions: Use in a fume hood. Wear chemical-resistant gloves, safety goggles, and a lab coat. Avoid generating dust. After handling, wash hands thoroughly. Refer to the Safety Data Sheet (SDS) for complete safety information.

 

 Contact Us

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Need Boc-4-chloroaniline for your efavirenz synthesis, quinazolinone discovery program, or medicinal chemistry campaign? Cosperpharm is ready to supply the quality and documentation you require. Reach out to our team today—we‘re here to help you move your project forward.