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

Base Information

Chemical Name:2-[(4-cyanobenzyl)oxy]-4-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-7-carboxylic acid
CAS No.:852233-84-2
Molecular Formula:C₁₈H₁₄N₂O₅
Molecular Weight:338.32
Hs Code.:

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

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

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

There total 7 articles about 2-[(4-cyanobenzyl)oxy]-4-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-7-carboxylic acid 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: 94.0%

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

: 852233-84-2
2-[(4-cyanobenzyl)oxy]-4-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-7-carboxylic acid

Guidance literature:: With sodium hydroxide; In ethanol; water; at 20 ℃; for 6h;
DOI:10.1002/hlca.200890069

Reference yield:

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

: 852233-84-2
2-[(4-cyanobenzyl)oxy]-4-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-7-carboxylic acid

Guidance literature:: Multi-step reaction with 6 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

6: 69 percent / aq. NaOH / ethanol / 20 °C

With potassium fluoride; sodium hydroxide; 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

: 852233-84-2
2-[(4-cyanobenzyl)oxy]-4-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-7-carboxylic acid

Guidance literature:: Multi-step reaction with 7 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

7: 69 percent / aq. NaOH / ethanol / 20 °C

With potassium fluoride; sodium hydroxide; 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