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162434

Sigma-Aldrich

4-Chloro-2-phenylquinazoline

97%

Synonym(s):

AM-ex-OL, NSC 400965

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About This Item

Empirical Formula (Hill Notation):
C14H9ClN2
CAS Number:
6484-25-9
Molecular Weight:
240.69
EC Number:
229-346-2
MDL number:
MFCD00006713
UNSPSC Code:
12352100
PubChem Substance ID:
24849981
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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

162434-5G:
162434-100G:
162434-25G:
162434-VAR:
162434-BULK:

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Certificates of Analysis (COA)

Lot/Batch Number
1419482
06508EH
18111LR
20412CA
10618TI

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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)

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