Ethyl 4-benzoyl-4H-1,4-benzoxazine-2-carboxylate

Base Information

• Chemical Name: Ethyl 4-benzoyl-4H-1,4-benzoxazine-2-carboxylate
• CAS No.: 68466-18-2
• Molecular Formula: C₁₈H₁₅NO₄
• Molecular Weight: 309.321
• DSSTox Substance ID: DTXSID60497679
• Wikidata: Q82347380
• Mol file: 68466-18-2.mol

Synonyms:68466-18-2;Ethyl 4-benzoyl-4H-1,4-benzoxazine-2-carboxylate;DTXSID60497679

Chemical Property of Ethyl 4-benzoyl-4H-1,4-benzoxazine-2-carboxylate

Chemical Property:

• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 309.10010796
• Heavy Atom Count: 23
• Complexity: 481

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CN(C2=CC=CC=C2O1)C(=O)C3=CC=CC=C3

Technology Process of Ethyl 4-benzoyl-4H-1,4-benzoxazine-2-carboxylate

There total 7 articles about Ethyl 4-benzoyl-4H-1,4-benzoxazine-2-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: 72.0%

ethanol (64-17-5) + 4-benzoyl-4H-1,4-benzoxazine-2-carbaldehyde (176383-61-2) → 4-benzoyl-4H-1,4-benzoxazine-2-carboxylic acid, ethyl ester (68466-18-2)

Guidance literature:

With manganese(IV) oxide; sodium cyanide; acetic acid; at 20 - 25 ℃; for 24h;

DOI:10.1002/jhet.5570330133

Reference yield:

4-benzoyl-2,3-dibromo-3,4-dihydro-2H-benzo[1,4]oxazine-2-carboxylic acid ethyl ester (68466-14-8) → 4-benzoyl-4H-1,4-benzoxazine-2-carboxylic acid, ethyl ester (68466-18-2)

Guidance literature:

With sodium iodide; In acetone; Ambient temperature;

DOI:10.1016/S0040-4039(01)91514-X

Reference yield:

benzoyl chloride (98-88-4) → 4-benzoyl-4H-1,4-benzoxazine-2-carboxylic acid, ethyl ester (68466-18-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 32 percent / Et₃N / tetrahydrofuran; H₂O / 8.5 h / 0 - 20 °C

2: 72 percent / NaCN, AcOH, MnO₂ / 24 h / 20 - 25 °C

With manganese(IV) oxide; sodium cyanide; acetic acid; triethylamine; In tetrahydrofuran; water;

DOI:10.1002/jhet.5570330133

upstream raw materials:

4-benzoyl-2,3-dibromo-3,4-dihydro-2H-benzo[1,4]oxazine-2-carboxylic acid ethyl ester

ethanol

4-benzoyl-4H-1,4-benzoxazine-2-carbaldehyde

benzoyl chloride