Skip to Content
Merck
All Photos(2)

Documents

405280

Sigma-Aldrich

2-Amino-4-chlorobenzonitrile

99%

Synonym(s):

4-Chloroanthranilonitrile, 5-Chloro-2-cyanoaniline

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Linear Formula:
H2NC6H3(Cl)CN
CAS Number:
38487-86-4
Molecular Weight:
152.58
Beilstein:
2085559
EC Number:
253-967-8
MDL number:
MFCD00035927
UNSPSC Code:
12352100
PubChem Substance ID:
24865306
NACRES:
NA.22

Assay

99%

form

powder

mp

157-162 °C (lit.)

SMILES string

Nc1cc(Cl)ccc1C#N

InChI

1S/C7H5ClN2/c8-6-2-1-5(4-9)7(10)3-6/h1-3H,10H2

InChI key

UZHALXIAWJOLLR-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Related Categories

General description

2-Amino-4-chlorobenzonitrile (2A4CBN) is a benzonitrile derivative. A study of the molecular structure, vibrational spectra and NBO analysis of 2A4CBN has been undertaken. Transformation of 2A4CBN into quinazoline-2,4(1H,3H)-diones at atmospheric pressure of CO2 in the presence of monomeric tungstate, TBA2[WO4] (TBA = tetra-n-butylammonium) has been reported.

Application

2-Amino-4-chlorobenzonitrile may be used in the preparation of the following:
  • 6-chloro-4-(1-diethylamino-4-pentylamino)-2-(p-methoxyphenyl)-quinazoline dihydrochloride
  • 7-chloro-4-(1-diethylamino-4-pentylamino)-2-(p-methoxyphenyl)-quinazoline dihydrochloride
  • 4,7-dichloro-2-(2-methylprop-1-enyl)-6-nitroquinazoline
  • 6-chlorotacrine
  • N-(2-chloro-5-cyanophenyl)-4,4,4-trifluorobutanamide

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

FT-IR and FT-Raman spectra, vibrational assignments, NBO analysis and DFT calculations of 2-amino-4-chlorobenzonitrile.
Sudha S, et al.
Journal of Molecular Structure, 958(2), 148-156 (2011)
A novel hybrid of 6-chlorotacrine and metal-amyloid-β modulator for inhibition of acetylcholinesterase and metal-induced amyloid-β aggregation.
Kochi A, et al.
Chemical Science, 4(11), 4137-4145 (2013)
Youssef Kabri et al.
Molecules (Basel, Switzerland), 15(5), 2949-2961 (2010-07-27)
New diarylquinazolines displaying pharmaceutical potential were synthesized in high yields from 4,7-dichloro-2-(2-methylprop-1-enyl)-6-nitroquinazoline by using microwave-promoted regioselective Suzuki-Miyaura cross-coupling reactions.
N-(2-Chloro-5-cyanophenyl)-4,4,4-trifluorobutanamide.
Manojkumar KE, et al.
Molbank, 2013(3), M803-M803 (2013)
6-(and 7-)-Chloro-4-(1-diethylamino-4-pentylamino)-2-(p-methoxyphenyl)-quinazoline Dihydrochlorides.
McKee RL, et al.
Journal of the American Chemical Society, 69(4), 940-942 (1947)
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service