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Preparation of 1° Amines: Azide Synthesis

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Updated: Feb 4, 2026

An Optimized Protocol for the Efficient Radiolabeling of Gold Nanoparticles by Using a 125I-labeled Azide Prosthetic Group

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Published on: October 10, 2016

An Efficient Synthesis of Functionalized Urethanes from Azides.

Arun K Ghosh¹, Sean P McKee¹, Tien T Duong¹

¹Department of Medicinal Chemistry, Merck Research Laboratories, West Point, Pennsylvania 19486, USA.

Journal of the Chemical Society. Chemical Communications

|October 12, 2018

Summary

Catalytic hydrogenation of azides using functionalized mixed carbonates efficiently produces urethanes. This method offers a high-yield pathway for synthesizing valuable urethane compounds.

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Published on: May 26, 2019

Area of Science:

Organic Chemistry
Catalysis
Synthetic Chemistry

Background:

Azides are versatile precursors in organic synthesis.
Urethanes are important functional groups with diverse applications.
Developing efficient synthetic routes to urethanes is of significant interest.

Purpose of the Study:

To develop a novel catalytic method for the synthesis of urethanes.
To investigate the use of functionalized mixed carbonates in azide transformations.
To achieve high yields in the conversion of azides to urethanes.

Main Methods:

Catalytic hydrogenation of azides.
Utilizing functionalized mixed carbonates as key reagents.
Optimization of reaction conditions for urethane formation.

Main Results:

Successful synthesis of various urethanes from corresponding azides.
High yields achieved across a range of substrates.
Demonstration of the efficacy of functionalized mixed carbonates in this transformation.

Conclusions:

Catalytic hydrogenation in the presence of functionalized mixed carbonates is an effective route to urethanes.
The method provides a high-yielding and versatile approach for urethane synthesis.
This work expands the synthetic utility of azides and mixed carbonates.