Methyl alpha-methyl-4-((6-nitro-2H-1,4-benzoxazin-3-yl)amino)benzeneacetate

Base Information

• Chemical Name: Methyl alpha-methyl-4-((6-nitro-2H-1,4-benzoxazin-3-yl)amino)benzeneacetate
• CAS No.: 109226-99-5
• Molecular Formula: C₁₈H₁₇N₃O₅
• Molecular Weight: 355.35
• DSSTox Substance ID: DTXSID40911040
• Mol file: 109226-99-5.mol

Synonyms:BRN 6004977;109226-99-5;Methyl alpha-methyl-4-((6-nitro-2H-1,4-benzoxazin-3-yl)amino)benzeneacetate;Benzeneacetic acid, alpha-methyl-4-((6-nitro-2H-1,4-benzoxazin-3-yl)amino)-, methyl ester;DTXSID40911040;LS-28938;METHYL 2-{4-[(6-NITRO-2H-1,4-BENZOXAZIN-3-YL)AMINO]PHENYL}PROPANOATE

Chemical Property of Methyl alpha-methyl-4-((6-nitro-2H-1,4-benzoxazin-3-yl)amino)benzeneacetate

Chemical Property:

• Vapor Pressure: 2.33E-12mmHg at 25°C
• Boiling Point: 555.1°Cat760mmHg
• Flash Point: 289.5°C
• Density: 1.36g/cm³
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 355.11682065
• Heavy Atom Count: 26
• Complexity: 554

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=CC=C(C=C1)NC2=NC3=C(C=CC(=C3)[N+](=O)[O-])OC2)C(=O)OC

Technology Process of Methyl alpha-methyl-4-((6-nitro-2H-1,4-benzoxazin-3-yl)amino)benzeneacetate

There total 2 articles about Methyl alpha-methyl-4-((6-nitro-2H-1,4-benzoxazin-3-yl)amino)benzeneacetate 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: 70.0%

methyl 2-(4-aminophenyl)propanoate (39718-97-3) + 3-methylthio-6-nitro-2H-1,4-benzoxazine (109226-90-6) → methyl 4-<6-nitro-2H-1,4-benzoxazin-3-yl>amino-α-methylphenylacetate (109226-99-5)

Guidance literature:

In ethanol; Heating;

Reference yield:

6-nitro-2H-benzo[b][1,4]oxazine-3(4H)-thione (81912-93-8) → methyl 4-<6-nitro-2H-1,4-benzoxazin-3-yl>amino-α-methylphenylacetate (109226-99-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / K₂CO₃ / acetone / Heating

2: 70 percent / ethanol / Heating

With potassium carbonate; In ethanol; acetone;

Reference yield: 66.0%

4-chloro-benzoyl chloride (122-01-0) + methyl 4-<6-nitro-2H-1,4-benzoxazin-3-yl>amino-α-methylphenylacetate (109226-99-5) → methyl 4-<6-nitro-2H-1,4-benzoxazin-3-yl>-p-chlorobenzoylamino-α-methylphenylacetate (109227-06-7)

Guidance literature:

With potassium carbonate; In acetone; for 10h; Heating;

upstream raw materials:

methyl 2-(4-aminophenyl)propanoate

3-methylthio-6-nitro-2H-1,4-benzoxazine

6-nitro-2H-benzo[b][1,4]oxazine-3(4H)-thione

Downstream raw materials:

methyl 4-<6-nitro-2H-1,4-benzoxazin-3-yl>-p-chlorobenzoylamino-α-methylphenylacetate