ethyl 2-[(4-cyanobenzyl)oxy]-4-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-7-carboxylate

Base Information

Chemical Name:ethyl 2-[(4-cyanobenzyl)oxy]-4-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-7-carboxylate
CAS No.:852233-83-1
Molecular Formula:C₂₀H₁₈N₂O₅
Molecular Weight:366.373
Hs Code.:

Synonyms:ethyl 2-[(4-cyanobenzyl)oxy]-4-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-7-carboxylate

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Chemical Property of ethyl 2-[(4-cyanobenzyl)oxy]-4-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-7-carboxylate

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Technology Process of ethyl 2-[(4-cyanobenzyl)oxy]-4-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-7-carboxylate

There total 6 articles about ethyl 2-[(4-cyanobenzyl)oxy]-4-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-7-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.0%

: 852233-82-0
ethyl 2-hydroxy-4-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-7-carboxylate

: 17201-43-3
4-cyanobenzyl bromide

: 852233-83-1
ethyl 2-[(4-cyanobenzyl)oxy]-4-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-7-carboxylate

Guidance literature:: With N-benzyl-N,N,N-triethylammonium chloride; potassium carbonate; In acetonitrile; at 60 ℃; for 8h;
DOI:10.1021/jm8003448

Reference yield:

: 717-01-1
ethyl 3-hydroxy-4-nitro-benzoate

: 852233-83-1
ethyl 2-[(4-cyanobenzyl)oxy]-4-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-7-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / H₂ / Pd/C / ethanol / 20 °C

2: 60 percent / triethylamine / diethyl ether / 5 h / -10 - 20 °C

3: 83 percent / aq. NaHCO₃ / 1 h / Heating

4: 17 percent / K₂CO₃ / acetone / 40 °C

5: 38 percent / potassium fluoride / dimethylformamide / 20 - 60 °C

With potassium fluoride; hydrogen; sodium hydrogencarbonate; potassium carbonate; triethylamine; palladium on activated charcoal; In diethyl ether; ethanol; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jm048984g

Reference yield:

: 619-14-7
3-hydroxy-4-nitro-benzoic acid

: 852233-83-1
ethyl 2-[(4-cyanobenzyl)oxy]-4-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-7-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: 96 percent / sulphuric acid / 2 h / Heating

2: 100 percent / H₂ / Pd/C / ethanol / 20 °C

3: 60 percent / triethylamine / diethyl ether / 5 h / -10 - 20 °C

4: 83 percent / aq. NaHCO₃ / 1 h / Heating

5: 17 percent / K₂CO₃ / acetone / 40 °C

6: 38 percent / potassium fluoride / dimethylformamide / 20 - 60 °C

With potassium fluoride; sulfuric acid; hydrogen; sodium hydrogencarbonate; potassium carbonate; triethylamine; palladium on activated charcoal; In diethyl ether; ethanol; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jm048984g