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337463-88-4

337463-88-4 Structure

337463-88-4 Structure
IdentificationBack Directory
[Name]

6-BROMO-2H-PYRIDO[3,2-B][1,4]OXAZIN-3(4H)-ONE
[CAS]

337463-88-4
[Synonyms]

6-Bromo-4H-pyrido[3,2-b][1,4]oxazin-3-one
6-BROMO-2H-PYRIDO[3,2-B][1,4]OXAZIN-3(4H)-ONE
6-broMo-2H,3H,4H-pyrido[3,2-b][1,4]oxazin-3-one
2H-Pyrido[3,2-b]-1,4-oxazin-3(4H)-one, 6-bromo-
[EINECS(EC#)]

1312995-182-4
[Molecular Formula]

C7H5BrN2O2
[MDL Number]

MFCD11101028
[MOL File]

337463-88-4.mol
[Molecular Weight]

229.03
Chemical PropertiesBack Directory
[Boiling point ]

423.1±45.0 °C(Predicted)
[density ]

1.772±0.06 g/cm3(Predicted)
[storage temp. ]

under inert gas (nitrogen or Argon) at 2-8°C
[pka]

10.18±0.20(Predicted)
[Appearance]

White to yellow Solid
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H335-H319
[Precautionary statements ]

P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P
Questions And AnswerBack Directory
[Application]

6-Bromo-3-hydroxy-2-nitropyridine is a pyridine derivative and an important organic chemical intermediate that can be widely used in pesticides, pharmaceuticals, dyes, fragrances, and other fields.
Spectrum DetailBack Directory
[Spectrum Detail]

6-BROMO-2H-PYRIDO[3,2-B][1,4]OXAZIN-3(4H)-ONE(337463-88-4)1HNMR
Hazard InformationBack Directory
[Synthesis]

ethyl 2-(6-bromo-2-nitropyridin-3-yloxy)acetate

443956-09-0

6-BROMO-2H-PYRIDO[3,2-B][1,4]OXAZIN-3(4H)-ONE

337463-88-4

Compound 3.1 (2.7 g, 8.85 mmol) was used as raw material and mixed with iron powder (2.48 g, 44.3 mmol) in acetic acid (40 mL). The reaction mixture was stirred at 100 °C for 2 hours. After the reaction was completed, it was cooled to room temperature and the reaction solution was filtered through diatomaceous earth. Water (100 mL) was added to the filtrate and extracted with dichloromethane (20 mL x 3). The organic phases were combined, dried over anhydrous sodium sulfate and concentrated. The residue was purified by silica gel column chromatography (petroleum ether/ethyl acetate= 3/1) to afford the target product, 6-bromo-2H-pyrido[3,2-b][1,4]oxazin-3(4H)-one (Compound 3.2, 1.9 g, Yield: 95%) as a pale yellow liquid.

[References]

[1] Patent: CN108623615, 2018, A. Location in patent: Paragraph 0362; 0363; 0366
[2] Tetrahedron Letters, 2010, vol. 51, # 38, p. 5035 - 5037
[3] Synthetic Communications, 2013, vol. 43, # 24, p. 3315 - 3321
[4] Patent: EP2341052, 2011, A1. Location in patent: Page/Page column 35-36
[5] Patent: WO2017/199265, 2017, A1. Location in patent: Paragraph 000134
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