Dibutyl 4,6-dimethyl-2,3-dioxo-2,10-dihydro-3h-phenoxazine-1,9-dicarboxylate

Base Information

• Chemical Name: Dibutyl 4,6-dimethyl-2,3-dioxo-2,10-dihydro-3h-phenoxazine-1,9-dicarboxylate
• CAS No.: 14208-79-8
• Molecular Formula: C₂₄H₂₇NO₇
• Molecular Weight: 441.481
• NSC Number: 97116
• DSSTox Substance ID: DTXSID00294563
• Wikidata: Q82033929
• Mol file: 14208-79-8.mol

Synonyms:14208-79-8;NSC97116;dibutyl 4,6-dimethyl-2,3-dioxo-2,10-dihydro-3h-phenoxazine-1,9-dicarboxylate;DTXSID00294563;NSC-97116

Chemical Property of Dibutyl 4,6-dimethyl-2,3-dioxo-2,10-dihydro-3h-phenoxazine-1,9-dicarboxylate

Chemical Property:

• Vapor Pressure: 8.09E-11mmHg at 25°C
• Boiling Point: 517.6°C at 760 mmHg
• Flash Point: 266.8°C
• Density: 1.28g/cm³
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 10
• Exact Mass: 441.17875220
• Heavy Atom Count: 32
• Complexity: 856

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: CCCCOC(=O)C1=C2C(=C(C=C1)C)OC3=C(C(=O)C(=O)C(=C3N2)C(=O)OCCCC)C

Technology Process of Dibutyl 4,6-dimethyl-2,3-dioxo-2,10-dihydro-3h-phenoxazine-1,9-dicarboxylate

There total 3 articles about Dibutyl 4,6-dimethyl-2,3-dioxo-2,10-dihydro-3h-phenoxazine-1,9-dicarboxylate 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:

3-benzyloxy-4-methyl-2-nitro-benzoic acid butyl ester (13229-28-2) → 1,9-Dibutyloxycarbonyl-2-hydroxy-4,6-dimethyl-phenoxaz-3-on (14208-79-8)

Guidance literature:

Multi-step reaction with 3 steps

1: H₂ / Pd-C / ethanol

2: Py / benzene

3: aq. TsOH

With pyridine; hydrogen; toluene-4-sulfonic acid; palladium on activated charcoal; In ethanol; benzene;

DOI:10.1021/jo01349a048

Reference yield:

2-amino-4,6-dimethyl-3-oxo-3H-phenoxazine-1,9-dicarboxylic acid dibutyl ester (13397-16-5) → 1,9-Dibutyloxycarbonyl-2-hydroxy-4,6-dimethyl-phenoxaz-3-on (14208-79-8)

Guidance literature:

With acetic acid; In water; Heating;

DOI:10.1021/jo01349a048

Reference yield:

2-N-Acetamino-1,9-dibutyloxycarbonyl-4,6-dimethyl-phenoxaz-3-on (13229-23-7) → 1,9-Dibutyloxycarbonyl-2-hydroxy-4,6-dimethyl-phenoxaz-3-on (14208-79-8)

Guidance literature:

With toluene-4-sulfonic acid;

DOI:10.1021/jo01349a048

upstream raw materials:

2-amino-4,6-dimethyl-3-oxo-3H-phenoxazine-1,9-dicarboxylic acid dibutyl ester

2-N-Acetamino-1,9-dibutyloxycarbonyl-4,6-dimethyl-phenoxaz-3-on

3-benzyloxy-4-methyl-2-nitro-benzoic acid butyl ester

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