4-METHYL-3,4-DIHYDRO-2H-1,4-BENZOXAZINE-7-CARBALDEHYDE Chemical Properties

Boiling point:

336.5±42.0 °C(Predicted)

Density 

1.181±0.06 g/cm3(Predicted)

storage temp. 

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

pka

2.57±0.20(Predicted)

Appearance

Light yellow to yellow Solid

CAS DataBase Reference

141103-93-7

Safety Information

Risk Statements 

36/37/38-52

Safety Statements 

26-36/37/39

HS Code 

2934999090

4-METHYL-3,4-DIHYDRO-2H-1,4-BENZOXAZINE-7-CARBALDEHYDE Usage And Synthesis

Synthesis

The general procedure for the synthesis of 4-methyl-3,4-dihydro-2H-1,4-benzoxazine-7-carbaldehyde from N,N-dimethylformamide and 7-bromo-4-methyl-3,4-dihydro-2H-1,4-benzoxazine was as follows: n-butyllithium (5.79 mL, 14.47 mmol) was slowly added to a stirring 7-bromo-4-methyl-3,4 -dihydro-2H-1,4-benzoxazine (Int-81a, 3 g, 13.15 mmol) in a solution of tetrahydrofuran (24 mL). After keeping stirring at -78 °C for 1 h, N,N-dimethylformamide (2.037 mL, 26.3 mmol) was slowly added dropwise, followed by allowing the reaction mixture to gradually warm up to room temperature over a period of 2 hours. Upon completion of the reaction, the reaction was quenched with aqueous ammonium chloride and the product was extracted with ethyl acetate. The organic phases were combined, washed with brine, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to afford the target product Int-81b (4-methyl-3,4-dihydro-2H-1,4-benzoxazine-7-carbaldehyde, 2.32 g, 13.09 mmol, 100% yield) as a green solid.

References

[1] Patent: WO2012/41014, 2012, A1. Location in patent: Page/Page column 236-237

4-METHYL-3,4-DIHYDRO-2H-1,4-BENZOXAZINE-7-CARBALDEHYDE(141103-93-7)Related Product Information

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