2-Amino-5-fluorobenzonitrile

CAS Number 61272-77-3

Chemistry Building Blocks, Fluorinated Building Blocks, Monomers, Non-Heterocyclic Building Blocks

2-Amino-5-fluorobenzonitrile CAS 61272-77-3

A fluorinated o-aminobenzonitrile

Used as a synthetic precursor for heterocycles in the applications of APIs and ligands

Overview
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2-Amino-5-fluorobenzonitrile (CAS number 61272-77-3) possesses multiple functional groups, including an amine, a nitrile and a fluoride. The ortho-positioning of the amine and nitrile substituents makes 2-amino-5-fluorobenzonitrile an ideal precursor for synthesising heterocyclic compounds. 2-Amino-5-fluorobenzonitrile reacts with aminoethanol derivatives catalysed by zinc chloride, yielding oxazoline ligands for use in Cu-catalysed enantioselective nitroaldol reactions. Through its reaction with cyclic ketone in Friedländer reaction, 2-amino-5-fluorobenzonitrile serves as a precursor for tacrine derivatives. In the case of synthesising quinazoline/quinazolinone derivatives, the reaction of 2-amino-5-fluorobenzonitrile with cyclic ketones derivatives occurs under basic condition.

Multiple functional groups

For facile synthesis

Fluorinated benzonitrile/aniline building block

For organometallic catalysis, medicinal chemistry and biochemistry research

Worldwide shipping

Quick and reliable shipping

High purity

>97% High purity

General Information

CAS Number	61272-77-3
Chemical Formula	C₇H₅FN₂
Full Name	2-Amino-5-fluorobenzonitrile
Molecular Weight	136.13 g/mol
Synonyms	2-Amino-5-fluorobenzenecarbonitrile, 2-Cyano-4-fluoroaniline
Classification / Family	Fluorinated building blocks, Aniline building blocks, Benzonitrile building blocks, APIs, Heterocycles, Ligands

Chemical Structure

Product Details

Purity	97%
Melting Point	T_m = 92 °C – 96 °C
Appearance	Grey powder

MSDS Documentation

2-Amino-5-fluorobenzonitrile MSDS Sheet

Literature and Reviews

Structure-activity relationships of dually-acting acetylcholinesterase inhibitors derived from tacrine on N-methyl-D-Aspartate receptors, L. Gorecki et al., Eur. J. Med. Chem., 219, 113434(2021); DOI: 10.1016/j.ejmech.2021.113434.
Cobalt-catalyzed tandem transformation of 2-aminobenzonitriles to quinazolinones using hydration and dehydrogenative coupling strategy, A. Samin et al., J. Org. Chem., 85, 11359–11367(2020); DOI: 10.1021/acs.joc.0c01307.
Chiral pyridine oxazoline and 1,2,4‑triazine oxazoline ligands incorporating electron‑withdrawing substituents and their application in the Cu‑catalyzed enantioselective nitroaldol reaction, E. Wolińska et al., Monatsh. Chem., 153, 245–256(2022); DOI: 10.1007/s00706-022-02893-0.
Synthesis of quinazoline-2,4(1H,3H)-diones from carbon dioxide and 2-aminobenzonitriles using [Bmim]OH as a homogeneous recyclable catalyst, Y. Patil et al., Catal., 148(3-4), 355–360(2009); DOI: 10.1016/j.cattod.2009.06.010.

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