2H-1,4-Benzoxazine-2-carboxylic acid, 6-[(4-cyanobenzoyl)amino]-3,4-dihydro-2-methyl-3-oxo-4-(phenylmethyl) -, ethyl ester

Base Information

• Chemical Name: 2H-1,4-Benzoxazine-2-carboxylic acid, 6-[(4-cyanobenzoyl)amino]-3,4-dihydro-2-methyl-3-oxo-4-(phenylmethyl) -, ethyl ester
• CAS No.: 847671-18-5
• Molecular Formula: C27H23N3O5
• Molecular Weight: 469.497
• Mol file: 847671-18-5.mol

Synonyms:

Chemical Property of 2H-1,4-Benzoxazine-2-carboxylic acid, 6-[(4-cyanobenzoyl)amino]-3,4-dihydro-2-methyl-3-oxo-4-(phenylmethyl) -, ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2H-1,4-Benzoxazine-2-carboxylic acid, 6-[(4-cyanobenzoyl)amino]-3,4-dihydro-2-methyl-3-oxo-4-(phenylmethyl) -, ethyl ester

There total 5 articles about 2H-1,4-Benzoxazine-2-carboxylic acid, 6-[(4-cyanobenzoyl)amino]-3,4-dihydro-2-methyl-3-oxo-4-(phenylmethyl) -, ethyl ester 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: 85.0%

4-cyanobenzoyl chlorIde (6068-72-0) + ethyl 6-amino-4-benzyl-2-methyl-2H-1,4-benzoxazin-3(4H)-one-2-carboxylate (847671-12-9) → ethyl 4-benzyl-6-[(4-cyanobenzoyl)amino]-2-methyl-2H-1,4-benzoxazin-3(4H)-one-2-carboxylate (847671-18-5)

Guidance literature:

With triethylamine; In dichloromethane; at -10 - 20 ℃; for 6h;

DOI:10.1016/j.ejmech.2004.09.004

Reference yield:

diethyl bromomethylmalonate (29263-94-3) → ethyl 4-benzyl-6-[(4-cyanobenzoyl)amino]-2-methyl-2H-1,4-benzoxazin-3(4H)-one-2-carboxylate (847671-18-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 73 percent / KF / dimethylformamide / 20 - 60 °C

2: 79 percent / NaH / toluene / 100 °C

3: 82 percent / H₂ / Pd/C / ethanol / 20 °C / 760 Torr

4: 85 percent / triethylamine / CH₂Cl₂ / 6 h / -10 - 20 °C

With potassium fluoride; hydrogen; sodium hydride; triethylamine; palladium on activated charcoal; In ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1016/j.ejmech.2004.09.004

Reference yield:

3,4-dihydro-2-methyl-6-nitro-3-oxo-2H-1,4-benzoxazine-2-carboxylic acid ethyl ester (154365-37-4) → ethyl 4-benzyl-6-[(4-cyanobenzoyl)amino]-2-methyl-2H-1,4-benzoxazin-3(4H)-one-2-carboxylate (847671-18-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 79 percent / NaH / toluene / 100 °C

2: 82 percent / H₂ / Pd/C / ethanol / 20 °C / 760 Torr

3: 85 percent / triethylamine / CH₂Cl₂ / 6 h / -10 - 20 °C

With hydrogen; sodium hydride; triethylamine; palladium on activated charcoal; In ethanol; dichloromethane; toluene;

DOI:10.1016/j.ejmech.2004.09.004

upstream raw materials:

4-cyanobenzoyl chlorIde

ethyl 6-amino-4-benzyl-2-methyl-2H-1,4-benzoxazin-3(4H)-one-2-carboxylate

diethyl bromomethylmalonate

3,4-dihydro-2-methyl-6-nitro-3-oxo-2H-1,4-benzoxazine-2-carboxylic acid ethyl ester