2-METHYL-3-AMINO-4-QUINAZOLONE

Base Information

• Chemical Name: 2-METHYL-3-AMINO-4-QUINAZOLONE
• CAS No.: 1898-06-2
• Molecular Formula: C9H9N3O
• Molecular Weight: 175.19
• Hs Code.: 2933990090
• Mol file: 1898-06-2.mol

Synonyms:2-Methyl-3-amino-4-quinazolinone;2-Methyl-3-amino-4-quinazolone;3-Amino-2-methyl-4(3H)-quinazolinone;3-Amino-2-methyl-4-quinazolone;3-Amino-2-methylquinazolin-4-one;NSC 41279;NSC 525988;

Chemical Property of 2-METHYL-3-AMINO-4-QUINAZOLONE

Chemical Property:

• Melting Point: 149-152 °C(lit.)
• Boiling Point: 348.1 °C at 760 mmHg
• PKA: -0.13±0.70(Predicted)
• Flash Point: 164.4 °C
• PSA: 60.91000
• Density: 1.35 g/cm³
• LogP: 0.99990

Purity/Quality:

97% ^*data from raw suppliers

3-amino-2-methylquinazolin-4(3H)-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: 3-Amino-2-methyl-4(3H)quinazolinone may be used to synthesize:2-methyl-3-[3′-aminophthalimido]-4(3H)-quinazolinone2-alkyl-3-(methylamino)-4(3H)-quinazolinone3-amino-2-chloromethyl-4(3H)-quinazolinone

Technology Process of 2-METHYL-3-AMINO-4-QUINAZOLONE

There total 45 articles about 2-METHYL-3-AMINO-4-QUINAZOLONE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.54%

2-methyl-4-oxo-3,1-benzoxazine (525-76-8) → 3-amino-2-methyl-4-oxoquinazoline (1898-06-2)

Guidance literature:

2-methyl-4-oxo-3,1-benzoxazine; With hydrazine hydrate; In tetrahydrofuran;

With sodium hydroxide; In tetrahydrofuran; water;

DOI:10.1007/s11172-009-0330-x

Reference yield: 93.0%

2-methyl-4H-benzo[1,3]oxazin-4-one (54789-69-4) → 3-amino-2-methyl-4-oxoquinazoline (1898-06-2)

Guidance literature:

With hydrazine hydrate; for 2h; Reflux;

DOI:10.1039/c4md00392f

Reference yield: 91.0%

methyl 2-(acetylamino)benzoate (2719-08-6) → 3-amino-2-methyl-4-oxoquinazoline (1898-06-2)

Guidance literature:

With hydrazine hydrate; for 2h; Reflux;

DOI:10.1016/j.bmc.2010.04.083

upstream raw materials:

ethyl N-acetylanthranilate

2-methyl-4-quinazolone

acetic acid

acetylhydrazide de l'acide anthranilique

Downstream raw materials:

2-Methyl-3-((1R,2R)-2-phenyl-aziridin-1-yl)-3H-quinazolin-4-one

2-Methyl-3-((1R,2S)-2-phenyl-aziridin-1-yl)-3H-quinazolin-4-one

1-(3,4-dihydro-2-methyl-4-oxoquinazolin-3-yl)-2-phenylaziridine

2-methyl-4-quinazolone

Refernces

Synthesis and anti-microbial evaluation of 2-methyl-3-substituted-4(3H)-quinazolinones

10.1016/0223-5234(87)90277-7

The research aimed to synthesize and evaluate the anti-microbial properties of 2-methyl-3-substituted-4(3H)-quinazolinones, a class of quinazolinone derivatives known for their broad spectrum of biological activities, including anti-microbial effects. The study focused on derivatives with a thiazoline or thiazolidinedione moiety at the 3-position, which were hypothesized to exhibit anti-bacterial and anti-fungal activities. The synthesis involved the use of 3-amino-2-methyl-4(3H)-quinazolinone and various alkyl-, aryl-, or aralkylisothiocyanates to form 2-methyl-3-substituted thiocarbamoylamino-4(3H)-quinazolinones, which were then cyclized to form thiazoline and thiazolidinone derivatives. The anti-microbial activity of these compounds was tested against Gram-positive and Gram-negative bacteria. The results were generally discouraging, with most compounds showing little activity, but some, like compounds 5, 8, 10, and 11, exhibited higher activity against Gram-positive bacteria. Notably, compounds 5 and 8 were equipotent, and compounds 11 and 12 were more potent against Bacillus cereus compared to the reference standard, penicillin G. The study concluded that while the majority of the synthesized compounds did not show promising anti-microbial activity, a few specific derivatives demonstrated potential as anti-microbial agents.