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555797

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. It undergoes condensation with various substituted aldehydes to afford Schiff′s bases.

Application

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

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

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

555797-VAR:
555797-25G:
555797-5G:
555797-BULK:

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’.

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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)
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)
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)
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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