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

Americas 1 Canada 1 China 161 Europe 1 Germany 1 India 21 Japan 2 Switzerland 1 Ukraine 1 United Kingdom 4 United States 28 Global 222

Enamine

Tel: --
Fax: --
Email: enamine@enamine.net
Country: Ukraine
ProdList: 6216
Advantage: 67

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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

Heterocyclic Building Blocks

Benzoxazines

Building Blocks