ChemicalBook > CAS DataBase List > 6-BROMO-2H-1,4-BENZOXAZIN-3(4H)-ONE

6-BROMO-2H-1,4-BENZOXAZIN-3(4H)-ONE

Product Name
6-BROMO-2H-1,4-BENZOXAZIN-3(4H)-ONE
CAS No.
24036-52-0
Chemical Name
6-BROMO-2H-1,4-BENZOXAZIN-3(4H)-ONE
Synonyms
6-Bromo-1,4-benzoxazin-3-one;6-bromo-4H-1,4-benzoxazin-3-one;6-Bromo-4H-benzo[1,4]oxazin-3-one;6-BROMO-3-OXO-4H-BENZO[1,4]OXAZINE;6-BROMO-2H-1,4-BENZOXAZIN-3(4H)-ONE;2H-1,4-Benzoxazin-3(4H)-one, 6-bromo-;6-BROMO-(2H)-1,4-BENZOXAZINE-3(4H)-ONE;6-Bromo-2H-benzo[b][1,4]oxazin-3(4H)-one;6-Bromo-2H-1,4-benzoxazin-3(4H)-one;JR-8231, 6-Bromo-2H-[1,4]benzoxazin-3(4H)-one, 97%
CBNumber
CB6275703
Molecular Formula
C8H6BrNO2
Formula Weight
228.04
MOL File
24036-52-0.mol
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6-BROMO-2H-1,4-BENZOXAZIN-3(4H)-ONE Property

Melting point:
220-225 °C
Boiling point:
376.8±42.0 °C(Predicted)
Density 
1.676
storage temp. 
Sealed in dry,Room Temperature
solubility 
DMSO, Methanol
form 
Solid
pka
11.89±0.20(Predicted)
color 
Light Brown
InChI
InChI=1S/C8H6BrNO2/c9-5-1-2-7-6(3-5)10-8(11)4-12-7/h1-3H,4H2,(H,10,11)
InChIKey
UQCFMEFQBSYDHY-UHFFFAOYSA-N
SMILES
O1C2=CC=C(Br)C=C2NC(=O)C1
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Safety

Hazard Codes 
Xn
Risk Statements 
22-36/37/38
Safety Statements 
26-36
WGK Germany 
2
HS Code 
2934999090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

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.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

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
662348
Product name
6-Bromo-2H-1,4-benzoxazin-3(4H)-one
Purity
97%
Packaging
10g
Price
$256
Updated
2023/06/20
Sigma-Aldrich
Product number
662348
Product name
6-Bromo-2H-1,4-benzoxazin-3(4H)-one
Purity
97%
Packaging
1g
Price
$74.5
Updated
2023/01/07
TCI Chemical
Product number
B4402
Product name
6-Bromo-2H-1,4-benzoxazin-3(4H)-one
Purity
>94.0%(GC)
Packaging
1g
Price
$63
Updated
2025/07/31
TCI Chemical
Product number
B4402
Product name
6-Bromo-2H-1,4-benzoxazin-3(4H)-one
Purity
>94.0%(GC)
Packaging
5g
Price
$221
Updated
2025/07/31
TRC
Product number
B680345
Product name
6-Bromo-2H-1,4-benzoxazin-3(4H)-one
Packaging
10g
Price
$120
Updated
2021/12/16
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6-BROMO-2H-1,4-BENZOXAZIN-3(4H)-ONE Chemical Properties,Usage,Production

Uses

Building block used in the construction of pyrimidinyl substituted benzoxazinones, small molecule rennin inhibitors.

Uses

6-Bromo-2H-1,4-benzoxazin-3(4H)-one is used in the synthesis of substituted benzoxazinones; selective 5-HT6 antagonists used for treating central nervous system diseases and gastrointestinal tract disorders.

Synthesis

40925-68-6

79-04-9

24036-52-0

General procedure for the synthesis of 6-bromo-2H-1,4-benzoxazin-3(4H)-one from 2-amino-4-bromophenol and chloroacetyl chloride: triethylamine (TEA, 4.06 g, 40 mmol) was added to a tetrahydrofuran (THF, 150 mL) solution of 2-amino-4-bromophenol (5 g, 27 mmol). Subsequently, chloroacetyl chloride (3.33 g, 30 mmol) was added in batches at 0 °C. After 20 min of reaction, the mixture was continued to be stirred for 2 h at room temperature. The reaction mixture was again cooled to 0 °C and sodium hydride (NaH, 60% dispersed in mineral oil, 2.2 g, 54 mmol) was added in batches. After stirring at 0 °C for 20 min, the reaction mixture was brought to room temperature and stirring was continued for 2 h. The reaction mixture was then quenched with water. After completion of the reaction, the reaction was quenched with water. The solvent was removed by distillation under reduced pressure and the resulting residue was diluted with water. The precipitate was collected by filtration, washed with water and dried under vacuum to afford 6-bromo-2H-1,4-benzoxazin-3(4H)-one (5.5 g, 89% yield).

References

[1] Journal of Medicinal Chemistry, 2015, vol. 58, # 1, p. 333 - 346
[2] Archiv der Pharmazie, 2018, vol. 351, # 5,
[3] Patent: WO2015/153683, 2015, A1. Location in patent: Paragraph 0936
[4] Bioorganic and Medicinal Chemistry, 2010, vol. 18, # 3, p. 1288 - 1296
[5] Patent: WO2008/44022, 2008, A1. Location in patent: Page/Page column 26-27

6-BROMO-2H-1,4-BENZOXAZIN-3(4H)-ONE Preparation Products And Raw materials

Raw materials

Silica glass Hexane Benzyltriethylammonium chloride Potassium peroxymonosulfate N,N-Dimethylformamide Benzyltriethylammonium bromide Potassium carbonate Chloroform Palladium Chloroacetyl chloride Sodium nitrite 4-Bromophenol Bromoacetyl bromide 2-Amino-4-bromophenol Citric acid

Preparation Products

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6-BROMO-2H-1,4-BENZOXAZIN-3(4H)-ONE Suppliers

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View Lastest Price from 6-BROMO-2H-1,4-BENZOXAZIN-3(4H)-ONE manufacturers

Zhuozhou Wenxi import and Export Co., Ltd
Product
6-BROMO-2H-1,4-BENZOXAZIN-3(4H)-ONE 24036-52-0
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-06-27
Career Henan Chemical Co
Product
6-BROMO-2H-1,4-BENZOXAZIN-3(4H)-ONE 24036-52-0
Price
US $6.68/KG
Min. Order
1KG
Purity
97%-99%
Supply Ability
1kg-1000kg
Release date
2020-01-10

24036-52-0, 6-BROMO-2H-1,4-BENZOXAZIN-3(4H)-ONERelated Search:

6-Bromo-2-trifluoromethyl-3H-imidazo[4,5-b]pyridine 6-Bromo-2-(chloromethyl)imidazo[1,2-a]pyrimidine 6-Bromo-2,3-Dihydroquinolin-4(1H)-One 6-BROMO-2,3-DIMETHOXY-BENZALDEHYDE 6-BROMO-2(1H)-QUINAZOLINONE 6-bromo-2,3,4,9-tetrahydro-1H-carbazole Methyl 6-broMo-2,3-diMethoxybenzoate 6-BroMo-2,3,4,5-tetrahydro-1H-benzo[b]azepine 6-BROMO-2H-1,4-BENZOXAZIN-3(4H)-ONE 6-BROMO-8-FLUORO-2H-BENZO[B][1,4]OXAZIN-3(4H)-ONE 7-BROMO-2H-1,4-BENZOXAZIN-3(4H)-ONE 6,7-DIBROMO-(2H)-1,4-BENZOXAZINE-3(4H)-ONE 6,8-DIBROMO-2H-1,4-BENZOXAZIN-3-ONE 6-BROMO-N-METHYL-2H-1,4-BENZOXAZIN-3-ONE 6-BROMO-8-CHLORO-2H-BENZO[B][1,4]OXAZIN-3(4H)-ONE 6-BROMO-2-METHYL-2H-BENZO[B][1,4]OXAZIN-3(4H)-ONE 6-BROMO-8-METHYL-4H-BENZO[1,4]OXAZIN-3-ONE 6-bromo-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-7-sulfonyl chloride

  • 6-BROMO-3-OXO-4H-BENZO[1,4]OXAZINE
  • 6-Bromo-2H-benzo[b][1,4]oxazin-3(4H)-one
  • 6-Bromo-4H-benzo[1,4]oxazin-3-one
  • 6-Bromo-1,4-benzoxazin-3-one
  • 6-BROMO-2H-1,4-BENZOXAZIN-3(4H)-ONE
  • 6-BROMO-(2H)-1,4-BENZOXAZINE-3(4H)-ONE
  • JR-8231, 6-Bromo-2H-[1,4]benzoxazin-3(4H)-one, 97%
  • 6-bromo-4H-1,4-benzoxazin-3-one
  • 2H-1,4-Benzoxazin-3(4H)-one, 6-bromo-
  • 6-Bromo-2<i>H</i>-1,4-benzoxazin-3(4<i>H</i>)-one
  • 24036-52-0
  • 4036-52-0
  • C8H6BrNO2
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