ChemicalBook > CAS DataBase List > 2-Methyl-4H-3,1-benzoxazin-4-one

2-Methyl-4H-3,1-benzoxazin-4-one

Product Name
2-Methyl-4H-3,1-benzoxazin-4-one
CAS No.
525-76-8
Chemical Name
2-Methyl-4H-3,1-benzoxazin-4-one
Synonyms
NSC 10119;NSC 521353;ACETANTHRANIL;AURORA KA-3785;Acetylanthranyl;ACETYL ANTHRANIL;TIMTEC-BB SBB000135;2-METHYL-3,1-BENZOXAZA-4-ONE;2-methyl-3,1-benzoxazin-4-one;2-methyl-4h-1-benzoxazin-4-one
CBNumber
CB3163296
Molecular Formula
C9H7NO2
Formula Weight
161.16
MOL File
525-76-8.mol
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2-Methyl-4H-3,1-benzoxazin-4-one Property

Melting point:
79-82 °C(lit.)
Boiling point:
144-145 °C(Press: 12 Torr)
Density 
1.25±0.1 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
pka
2.84±0.20(Predicted)
Appearance
Light yellow to brown Solid
InChI
InChI=1S/C9H7NO2/c1-6-10-8-5-3-2-4-7(8)9(11)12-6/h2-5H,1H3
InChIKey
WMQSKECCMQRJRX-UHFFFAOYSA-N
SMILES
N1C2=CC=CC=C2C(=O)OC=1C
EPA Substance Registry System
4H-3,1-Benzoxazin-4-one, 2-methyl- (525-76-8)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
HazardClass 
IRRITANT
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
457752
Product name
2-Methyl-4H-3,1-benzoxazin-4-one
Purity
98%
Packaging
10g
Price
$64.8
Updated
2025/07/31
AK Scientific
Product number
J55474
Product name
2-Methyl-4H-benzo[d][1,3]oxazin-4-one
Packaging
5g
Price
$70
Updated
2021/12/16
AK Scientific
Product number
7432AB
Product name
2-Methyl-4H-benzo[d][1,3]oxazin-4-one
Packaging
5g
Price
$94
Updated
2021/12/16
Matrix Scientific
Product number
061242
Product name
2-Methyl-4H-3,1-benzoxazin-4-one
Packaging
500mg
Price
$237
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0021356
Product name
2-METHYL-4H-3,1-BENZOXAZIN-4-ONE
Purity
95.00%
Packaging
0.5G
Price
$682
Updated
2021/12/16
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2-Methyl-4H-3,1-benzoxazin-4-one Chemical Properties,Usage,Production

Chemical Properties

Neoacetamide benzoic acid lactone is a lactone that under appropriate conditions undergoes a variety of important organic synthesis reactions. It can be used to obtain the corresponding lactam derivatives by substitution reactions with organic amines at elevated temperatures.

Uses

2-Methyl-4H-3,1-benzoxazin-4-one is a synthetic antimicrobial agent. It belongs to the quinazolinone class of drugs. It has been shown to be effective against Staphylococcus aureus and other bacteria. Quinazolinones are potent inhibitors of bacterial growth and have been used successfully in the treatment of tuberculosis and other infectious diseases. 2-Methyl-4H-3,1-benzoxazin-4-one has also been shown to inhibit the growth of some Gram-negative bacteria, such as Salmonella typhi and Escherichia coli.

Synthesis Reference(s)

The Journal of Organic Chemistry, 45, p. 363, 1980 DOI: 10.1021/jo01290a038

Synthesis

In 250 mL of RBF took (0.01 mole or 1.37 gm) anthranilic acid (2-amino benzoic acid) to that added 15 mL of acetic anhydride (excess) with porcelain chips. Reflux the solution at 35-40 ℃ for 50-55 min on heating mantle. TLC was done using EA: n-hexane (1:1) solvent system. Then removed the excess solvent (acetic anhydride) at low pressure using rotatory evaporator, To the remaining solid, added petroleum ether (40-60) to extract the 2-methyl-4H-3,1-benzoxazin-4-one. Repeated petroleum ether step to extract the entire product. After drying of petroleum-ether, the crystals of 2-methyl-4H-3, 1-benzoxazin-4-one was obtained and then it was recrystallized with ethanol8. M.P 80-82℃, Yield 79 %.

2-Methyl-4H-3,1-benzoxazin-4-one Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 2-Methyl-4H-3,1-benzoxazin-4-one manufacturers

Shaanxi Dideu New Materials Co. Ltd
Product
2-Methyl-4H-3,1-benzoxazin-4-one 525-76-8
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98.0%
Supply Ability
10000KGS
Release date
2025-03-07
Shaanxi Dideu Medichem Co. Ltd
Product
2-Methyl-4H-3,1-benzoxazin-4-one 525-76-8
Price
US $0.10/KG
Min. Order
1KG
Purity
98.0%
Supply Ability
1000Tons
Release date
2024-07-05
Henan Fengda Chemical Co., Ltd
Product
2-Methyl-4H-3,1-benzoxazin-4-one 525-76-8
Price
US $34.00-1.20/kg
Min. Order
1kg
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2024-04-03

525-76-8, 2-Methyl-4H-3,1-benzoxazin-4-oneRelated Search:

2-Methyl-4H-3,1-benzoxazin-4-one BENTRANIL AURORA 18390 2-(4-Nitrophenyl)-4H-3,1-benzoxazin-4-one AURORA 5332 2-(3-METHOXYPHENYL)-4H-3,1-BENZOXAZIN-4-ONE 2,6-dimethyl-4H-3,1-benzoxazin-4-one 2-(2-METHYLPHENYL)-4H-3,1-BENZOXAZIN-4-ONE 2-(4-FLUOROPHENYL)-4H-3,1-BENZOXAZIN-4-ONE 2-(o-Chlorophenyl)-4H-3,1-benzoxazin-4-one 2-(TRICHLOROMETHYL)-4H-3,1-BENZOXAZIN-4-ONE 2-(4-CHLOROPHENYL)-6-METHYL-4H-3,1-BENZOXAZIN-4-ONE AURORA 18389 2-(2-CHLOROPHENYL)-6-METHYL-4H-3,1-BENZOXAZIN-4-ONE 2-(3-nitrophenyl)-4H-3,1-benzoxazin-4-one 2-(CHLOROMETHYL)-4H-3,1-BENZOXAZIN-4-ONE AURORA KA-4769 2-(2,6-DICHLORO-4-PYRIDYL)-5-FLUORO-4H-3,1-BENZOXAZIN-4-ONE

  • TIMTEC-BB SBB000135
  • 2-methyl-4h-1-benzoxazin-4-one
  • 3-methyl-1-phenyl-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidine-2,4-dione
  • 2-METHYL-3,1-BENZOXAZA-4-ONE
  • 2-METHYL-4H-3,1-BENZOXAZIN-4-ONE
  • ACETYL ANTHRANIL
  • ACETANTHRANIL
  • 2-2-METHYL-4H-3,1-BENZOXAZIN-4-ONE
  • 4H-3,1-benzoxazin-4-one, 2-methyl-
  • 2-methyl-3,1-benzoxazin-4-one
  • 2-Methyl-benzo(d)(1,3)oxazin-4-one
  • 2-Methyl-4H-benzo[d][1,3]oxazin-4-one
  • 2-Methyl-3,1-benzoxazine-4-one
  • 2-Methyl-4-oxo-3,1-benzoxazine
  • 2-Methyl-4-oxo-4H-3,1-benzoxazine
  • 2-Methylbenzo[1,3]oxazin-4-one
  • Acetylanthranyl
  • NSC 10119
  • NSC 521353
  • 2-Methyl-4H-3,1-benzoxazin-4-one 98%
  • 2-Methyl-4H-3,1-benzoxazin-4-o
  • 2-Methylbenzisoxazinone(2-Methyl-4H-3,1-Benzoxazin-4-One)
  • AURORA KA-3785
  • Ortho acetamide benzoic acid lactone
  • 2-Methyl-4H-benzo [d] [1,3]oxazin-4o
  • 2-Methyl-4<i>H</i>-3,1-benzoxazin-4-one
  • 525-76-8
  • Benzoxazines
  • Building Blocks
  • Heterocyclic Building Blocks
  • API intermediates
  • Benzoxazines
  • Building Blocks
  • Heterocyclic Building Blocks
  • 525-76-8