8-acetyl-6-(benzyloxy)-2H-benzo[b][1,4]oxazin-3(4H)-one

Product Name: 8-acetyl-6-(benzyloxy)-2H-benzo[b][1,4]oxazin-3(4H)-one
CAS No.: 869478-09-1
Chemical Name: 8-acetyl-6-(benzyloxy)-2H-benzo[b][1,4]oxazin-3(4H)-one
Synonyms: Odatero Impurity 7;Olodaterol Impurity 5;8-acetyl-6-benzyloxy-4H-1,4-benzoxazin-3-one;8-acetyl-6-benzyloxy-4H-benzo[1,4]oxazin-3-one;8-acetyl-6-phenylmethoxy-4H-1,4-benzoxazin-3-one;8-acetyl-6-(phenylmethoxy)-2H-1,4-benzoxazin-3(4H)-one;8-acetyl-6-(benzyloxy)-2H-benzo[b][1,4]oxazin-3(4H)-one;2H-1,4-Benzoxazin-3(4H)-one, 8-acetyl-6-(phenylMethoxy)-;8-acetyl-6-(benzyloxy)-3,4-dihydro-2H-1,4-benzoxazin-3-one;(6- (benzyloxy) -8-acetyl-2H-benzo [1,4] oxazin-3 (4H) - one
CBNumber: CB12604973
Molecular Formula: C17H15NO4
Formula Weight: 297.31
MOL File: 869478-09-1.mol

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8-acetyl-6-(benzyloxy)-2H-benzo[b][1,4]oxazin-3(4H)-one Property

Boiling point:: 517.2±50.0 °C(Predicted)
Density: 1.259±0.06 g/cm3(Predicted)
storage temp.: Inert atmosphere,Room Temperature
solubility: Chloroform, DCM, Methanol
pka: 11.84±0.20(Predicted)
form: Solid
color: Beige
InChI: InChI=1S/C17H15NO4/c1-11(19)14-7-13(21-9-12-5-3-2-4-6-12)8-15-17(14)22-10-16(20)18-15/h2-8H,9-10H2,1H3,(H,18,20)
InChIKey: URTYAHMRXXVHKS-UHFFFAOYSA-N
SMILES: O1C2=C(C(C)=O)C=C(OCC3=CC=CC=C3)C=C2NC(=O)C1

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Safety

HS Code: 2914390090

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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

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

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

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

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

TRC

Product number: A171015
Product name: 8-Acetyl-6-benzyloxy-4H-benzo[1,4]oxazin-3-one
Packaging: 50mg
Price: $80
Updated: 2021/12/16

Apolloscientific

Product number: OR350399
Product name: 8-Acetyl-6-(benzyloxy)-2H-benzo[b][1,4]oxazin-3(4H)-one
Purity: 97%
Packaging: 1g
Price: $199
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: APN0002414
Product name: 8-ACETYL-6-(BENZYLOXY)-2H-BENZO[B][1,4]OXAZIN-3(4H)-ONE
Purity: 95.00%
Packaging: 5MG
Price: $503.42
Updated: 2021/12/16

SynQuest Laboratories

Product number: 4H48-1-JM
Product name: 8-Acetyl-6-(benzyloxy)-2H-benzo[b][1,4]oxazin-3(4H)-one
Purity: 97%
Packaging: 1g
Price: $220
Updated: 2021/12/16

AK Scientific

Product number: 3807CZ
Product name: 8-Acetyl-6-(benzyloxy)-2H-benzo[b][1,4]oxazin-3(4H)-one
Packaging: 1g
Price: $294
Updated: 2021/12/16

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8-acetyl-6-(benzyloxy)-2H-benzo[b][1,4]oxazin-3(4H)-one Chemical Properties,Usage,Production

Uses

8-Acetyl-6-benzyloxy-4H-benzo[1,4]oxazin-3-one is an intermediate in the synthesis of Olodaterol (O262000), a novel inhaled β2-adrenoceptor agonist with a 24h bronchodilatory efficacy.

Synthesis

861841-90-9

79-04-9

869478-09-1

The general procedure for the synthesis of 8-acetyl-6-(benzyloxy)-2H-benzo[b][1,4]oxazin-3(4H)-ones from 1-(3-amino-5-(benzyloxy)-2-hydroxyphenyl)ethanone and chloroacetyl chloride is as follows: 21.0 mL (258 mmol) of chloroacetyl chloride was slowly added dropwise under ice-bath cooling to a mixture containing 60.0 g (233 mmol) 1-(3-amino-5-benzyloxy-2-hydroxyphenyl)ethanone and 70.0 g (506 mmol) potassium carbonate. After dropwise addition, the reaction mixture was stirred at room temperature overnight, followed by heating to reflux temperature and continued stirring for 6 hours. Upon completion of the reaction, the reaction mixture was filtered while hot and the filtrate was concentrated to about 400 mL. ice water was added to the concentrate and a precipitate was precipitated. The precipitate was collected by filtration, dried and purified by chromatography using a short silica gel column (eluent ratio of dichloromethane:methanol = 99:1). The fractions containing the target product were combined, the solvent was evaporated and the residue was suspended in a mixed solvent of isopropanol/diisopropyl ether, diafiltered and washed with diisopropyl ether to give the pure product. Yield: 34.6 g (50% yield); MS data: [M + H]+ = 298.

References

[1] Bioorganic and Medicinal Chemistry Letters, 2010, vol. 20, # 4, p. 1410 - 1414
[2] Patent: US2005/267106, 2005, A1. Location in patent: Page/Page column 7
[3] Patent: WO2005/111005, 2005, A1. Location in patent: Page/Page column 16
[4] Patent: US2007/249595, 2007, A1. Location in patent: Page/Page column 11
[5] Patent: US2007/88160, 2007, A1. Location in patent: Page/Page column 11

8-acetyl-6-(benzyloxy)-2H-benzo[b][1,4]oxazin-3(4H)-one Preparation Products And Raw materials

Raw materials

Preparation Products

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8-acetyl-6-(benzyloxy)-2H-benzo[b][1,4]oxazin-3(4H)-one Suppliers

China 93 India 2 United Kingdom 2 United States 1 Global 98

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View Lastest Price from 8-acetyl-6-(benzyloxy)-2H-benzo[b][1,4]oxazin-3(4H)-one manufacturers

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD

Product: 8-Acetyl-6-benzyloxy-4H-benzo[1,4]oxazin-3-one 869478-09-1
Price: US $2.00-6.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 100kg
Release date: 2025-07-30

Zhuozhou Wenxi import and Export Co., Ltd

Product: 8-Acetyl-6-(benzyloxy)-2H-benzo[b][1,4]oxazin-3(4H)-one 869478-09-1
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-07-10

Zhuozhou Wenxi import and Export Co., Ltd

Product: 8-Acetyl-6-(benzyloxy)-2H-benzo[b][1,4]oxazin-3(4H)-one 869478-09-1
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-07-09

869478-09-1, 8-acetyl-6-(benzyloxy)-2H-benzo[b][1,4]oxazin-3(4H)-oneRelated Search:

4-BENZYLOXYPROPIOPHENONE (R)-6-Benzyloxy-8-(oxiran-2-yl)-4H-benzo[1,4]oxazin-3-one Phenethylamine, alpha,alpha-dimethyl-p-methoxy-, hydrochloride 2,3-dihydro-1-oxo-1H-indene-4-carbonitrile (R)-tert-butyl (4-cyano-2,3-dihydro-1H-inden-1-yl)carbamate 1-(5-(benzyloxy)-2-hydroxy-3-nitrophenyl)ethanone

8-acetyl-6-phenylmethoxy-4H-1,4-benzoxazin-3-one

8-acetyl-6-(benzyloxy)-2H-benzo[b][1,4]oxazin-3(4H)-one

2H-1,4-Benzoxazin-3(4H)-one, 8-acetyl-6-(phenylMethoxy)-

8-acetyl-6-benzyloxy-4H-benzo[1,4]oxazin-3-one

8-acetyl-6-(phenylmethoxy)-2H-1,4-benzoxazin-3(4H)-one

8-acetyl-6-benzyloxy-4H-1,4-benzoxazin-3-one

8- Acetyl-6 - (benzoxy) -2H- Benzo [b] [1,4] oxazine -3 (4H) -ONE

8-acetyl-6-(benzyloxy)-3,4-dihydro-2H-1,4-benzoxazin-3-one

Olodaterol Impurity 5

(6- (benzyloxy) -8-acetyl-2H-benzo [1,4] oxazin-3 (4H) - one

Odatero Impurity 7

869478-09-1