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Sigma-Aldrich

3-Amino-2-methyl-4(3H)quinazolinone

98%

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About This Item

Empirical Formula (Hill Notation):
C9H9N3O
CAS Number:
1898-06-2
Molecular Weight:
175.19
MDL number:
MFCD00114253
UNSPSC Code:
12352100
PubChem Substance ID:
24879493

assay

98%

form

solid

mp

149-152 °C (lit.)

SMILES string

CC1=Nc2ccccc2C(=O)N1N

InChI

1S/C9H9N3O/c1-6-11-8-5-3-2-4-7(8)9(13)12(6)10/h2-5H,10H2,1H3

InChI key

IQOUPYQSZBDNAW-UHFFFAOYSA-N

General description

3-Amino-2-methyl-4(3H)quinazolinone is a quinazoline derivative. 2-Methyl-3,1-benzoxazin-4-one undergoes condensation reaction with hydrazine hydrate to yield 3-amino-2-methyl-4(3H)quinazolinone.[1] It undergoes condensation with various substituted aldehydes to afford Schiff′s bases.[2]

Application

3-Amino-2-methyl-4(3H)quinazolinone may be used to synthesize:
  • 2-methyl-3-[3′-aminophthalimido]-4(3H)-quinazolinone[3]
  • 2-alkyl-3-(methylamino)-4(3H)-quinazolinone[4]
  • 3-amino-2-chloromethyl-4(3H)-quinazolinone[1]

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
06903TO

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Lithiation of 2-Alkyl-3-amino-and 2-Alkyl-3-(methylamino)-4 (3 H)-quinazolinones1.
Smith K, et al.
The Journal of Organic Chemistry, 61(2), 656-661 (1996)
Dipolar Cycloaddition Reactions with Quinazolinones: A New Route for the Synthesis of Several Annelated Pyrrolo-and Pyridazinoquinazoline Derivatives.
Ghabrial SS and Gaber HM.
Molecules (Basel), 8(5), 401-410 (2003)
Disperse dyes based on 2-methyl-3-[3'-amino-phthalimido]-4 (3H)-quinazilinone.
Patel VH, et al.
J. Serb. Chem. Soc., 67(11), 719-726 (2002)
Kollur Shiva Prasad et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 81(1), 276-282 (2011-07-12)
Four Schiff base ligands and their corresponding organotin(IV) complexes have been synthesized and characterized by elemental analyses, IR, (1)H NMR, MS and thermal studies. The Schiff bases are obtained by the condensation of 3-amino-2-methyl-4(3H)-quinazolinone with different substituted aldehydes. The elemental

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