4-Methyl-3,4-dihydro-2H-1,4-benzoxazine-7-carbaldehyde

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4-Methyl-3,4-dihydro-2H-1,4-benzoxazine-7-carbaldehyde manufacturers
4-Methyl-3,4-dihydro-2H-1,4-benzoxazine-7-carbaldehyde Basic information
Product Name:4-Methyl-3,4-dihydro-2H-1,4-benzoxazine-7-carbaldehyde
Synonyms:4-METHYL-3,4-DIHYDRO-2H-1,4-BENZOXAZINE-7-CARBOXALDEHYDE;3,4-Dihydro-4-methyl-2H-1,4-benzoxazine-7-carboxaldehyde;3,4-Dihydro-7-formyl-4-methyl-2H-1,4-benzoxazine;4-Methyl-3,4-dihydro-2H-benzo[b][1,4]oxazine-7-carbaldehyde;4-Methyl-2,3-dihydro-2H-1,4-benzoxazine-7-carbaldehyde;4-Methyl-3,4-dihydro-2H-benzo[1,4]oxazine-7-carbaldehyde;2H-1,4-Benzoxazine-7-carboxaldehyde, 3,4-dihydro-4-methyl-;4-methyl-2,3-dihydro-1,4-benzoxazine-7-carbaldehyde
CAS:141103-93-7
MF:C10H11NO2
MW:177.2
EINECS:
Product Categories:
Mol File:141103-93-7.mol
4-Methyl-3,4-dihydro-2H-1,4-benzoxazine-7-carbaldehyde Structure
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
pka2.57±0.20(Predicted)
AppearanceLight yellow to yellow Solid
CAS DataBase Reference141103-93-7
Safety Information
Risk Statements 36/37/38-52
Safety Statements 26-36/37/39
HS Code 2934999090
MSDS Information
4-Methyl-3,4-dihydro-2H-1,4-benzoxazine-7-carbaldehyde Usage And Synthesis
Synthesis
N,N-Dimethylformamide

68-12-2

7-BROMO-4-METHYL-3,4-DIHYDRO-2H-1,4-BENZOXAZINE

154264-95-6

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

141103-93-7

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 Preparation Products And Raw materials
Raw materials4-Methyl-2,3-dihydro-1,4-benzoxazine-->N,N-Dimethylformamide-->7-Bromo-4-methyl-3,4-dihydro-2H-1,4-benzoxazine-->Tetrahydrofuran-->n-Butyllithium
Tag:4-Methyl-3,4-dihydro-2H-1,4-benzoxazine-7-carbaldehyde(141103-93-7) Related Product Information
4-Methyl-3,4-dihydro-2H-1,4-benzoxazine-7-carbonyl chloride 4-Methyl-3,4-dihydro-2H-1,4-benzoxazine-7-carbaldehyde RARECHEM AL BF 1316 RARECHEM AL BI 1316 (E)-7-(1-Oxo-3-phenyl-2-propenyl)-2,2,4-trimethyl-2H-1,4-benzoxazin-3( 4H)-one 4-methyl-7-(2-methylene-1-oxobutyl)-2H-1,4-benzoxazin-3(4H)-one 2,4-dimethyl-7-(2-methylene-1-oxobutyl)-2H-1,4-benzoxazin-3(4H)-one 4-METHYL-3,4-DIHYDRO-2H-1,4-BENZOXAZINE-7-CARBOXYLIC ACID