Skip to Content
Merck
CN
All Photos(2)

Documents

162434

Sigma-Aldrich

4-Chloro-2-phenylquinazoline

97%

Sign Into View Organizational & Contract Pricing

Synonym(s):
AM-ex-OL®, NSC 400965
Empirical Formula (Hill Notation):
C14H9ClN2
CAS Number:
Molecular Weight:
240.69
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

form

liquid

mp

124-126 °C (lit.)

SMILES string

Clc1nc(nc2ccccc12)-c3ccccc3

InChI

1S/C14H9ClN2/c15-13-11-8-4-5-9-12(11)16-14(17-13)10-6-2-1-3-7-10/h1-9H

InChI key

OBHKONRNYCDRKM-UHFFFAOYSA-N

Application

4-Chloro-2-phenylquinazoline was used in synthesis of axially chiral quinazoline-containing phosphinamine ligand, N,N,2-triphenylquinazolin-4-amine, sulfanyl and sulfinylbenzodiazines. It was used as reagent for the conversion of phenols to anilines.
Reactant involved in the synthesis of biologically active molecules including:
  • Nitrotriazole amines or nitroimidazole amines for use as antitrypanosomal activity and mammalian cytotoxicity
  • Quinazoline-containing piperazinylpyrimidine derivatives with antitumor activity
  • Quinazoline substituted cyclopentane as HCV NS3/4A protease inhibitors
  • Quinazolines with antibacterial and antitumor activity
  • Aurora inhibitor MK-0457

Reactant involved in Suzuki-Miyaura cross-coupling and catalyst-free / base-free water promoted nucleophilic aromatic substitution

Legal Information

AM-ex-OL is a registered trademark of Sigma-Aldrich Co. LLC

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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

The Journal of Organic Chemistry, 37, 1681-1681 (1972)
The Journal of Organic Chemistry, 29, 1893-1893 (1964)
The preparation and resolution of 2-phenyl-Quinazolinap, a new atropisomeric phosphinamine ligand for asymmetric catalysis.
McCarthy M, et al.
Tetrahedron Asymmetry, 10(14), 2797-2807 (1999)
A highly efficient red electrophosphorescent iridium (iii) complex containing phenyl quinazoline ligand in polymer light-emitting diodes.
Mei Q, et al.
Journal of Materials Chemistry, 22(14), 6878-6884 (2012)
Syntheses of sulfoxide derivatives in the benzodiazine series. Diazines. Part 37.
Le Fur N, et al.
Tetrahedron, 60(36), 7983-7994 (2004)

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