2H-Pyrido[3,2-b][1,4]oxazin-3(4H)-one Chemical Properties

Melting point:

204-206 °C(lit.)

Boiling point:

384.2±37.0 °C(Predicted)

Density 

1.327±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

form 

liquid

pka

11.06±0.20(Predicted)

Appearance

Off-white to light brown Solid

BRN 

1074010

CAS DataBase Reference

20348-09-8(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-37/39

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

2933998090

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

2H-Pyrido[3,2-b][1,4]oxazin-3(4H)-one Usage And Synthesis

Uses

2H-Pyrido[3,2-b]-1,4-oxazin-3(4H)-one was used in the synthesis of quinazolinbenzoxazine derivatives.

Synthesis

A reaction mixture was prepared by mixing a solution of 2-amino-3-hydroxypyridine (45 mmol) and sodium bicarbonate (51 mmol) in water (30 mL) with 2-butanone (30 mL). A solution of 2-butanone (10 mL) with chloroacetyl chloride (51 mmol) was slowly added dropwise under ice-bath cooling conditions, and the rate of dropwise acceleration was controlled to keep the reaction temperature from exceeding 10°C. The reaction was carried out at room temperature. After dropwise addition, stirring was continued at room temperature for 30 min, and then the reaction was warmed up to 75°C for 1 hr. Upon completion of the reaction, the reaction solution was concentrated and purified by recrystallization (methanol/water=1:1) to afford 4.3 g of the target product 2H-pyrido[3,2-b][1,4]oxazin-3(4H)-one.

References

[1] Bioorganic and Medicinal Chemistry, 1998, vol. 6, # 2, p. 133 - 142
[2] Helvetica Chimica Acta, 1976, vol. 59, p. 1593 - 1612
[3] Patent: CN103130792, 2016, B. Location in patent: Paragraph 0605-0607

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