7-bromo-2H-pyrido[3,2-b][1,4]oxazin-3(4H)-one

7-bromo-2H-pyrido[3,2-b][1,4]oxazin-3(4H)-one Property

Boiling point:

403.9±45.0 °C(Predicted)

Density 

1.772

storage temp. 

Sealed in dry,Room Temperature

pka

9.98±0.20(Predicted)

Appearance

White to off-white Solid

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

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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

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

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.

P321Specific treatment (see … on this label).

P330Rinse mouth.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P501Dispose of contents/container to..…

7-bromo-2H-pyrido[3,2-b][1,4]oxazin-3(4H)-one Chemical Properties,Usage,Production

Synthesis

General procedure for the synthesis of 7-bromo-2H-pyrido[3,2-b][1,4]oxazin-3(4H)-ones from 2H-pyrido[3,2-b][1,4]oxazin-3(4H)-ones: to 2H-pyrido[3,2-b][1,4]oxazin-3(4H)-ones (1 g, 6.66 mmol) of N,N-dimethylformamide (DMF. 30 mL) solution was slowly added bromine (0.480 mL, 9.32 mmol) dropwise. The reaction mixture was stirred at room temperature for 12 hours. Upon completion of the reaction, deionized water was added to induce precipitate formation and the precipitate was collected by filtration. The resulting solid was dried overnight in a freeze dryer to afford 7-bromo-2H-pyrido[3,2-b][1,4]oxazin-3(4H)-one (1.16 g, 76% yield). The product was characterized by 1H NMR (DMSO-d6): δ 11.43 (s, 1H), 8.04 (d, J = 2.0 Hz, 1H), 7.65 (d, J = 2.0 Hz, 1H), 4.67 (s, 2H).

References

[1] Bioorganic and Medicinal Chemistry, 1998, vol. 6, # 2, p. 133 - 142
[2] Patent: WO2009/100536, 2009, A1. Location in patent: Page/Page column 93-94
[3] Patent: WO2006/113432, 2006, A2. Location in patent: Page/Page column 56-57
[4] Patent: US4906629, 1990, A
[5] Patent: US4822794, 1989, A