6-Chloro-9-nitro-5-oxo-5H-benzo[A]phenoxazine

Base Information

• Chemical Name: 6-Chloro-9-nitro-5-oxo-5H-benzo[A]phenoxazine
• CAS No.: 73397-12-3
• Molecular Formula: C₁₆H₇ClN₂O₄
• Molecular Weight: 326.696
• DSSTox Substance ID: DTXSID00376338
• Wikidata: Q82165257
• Mol file: 73397-12-3.mol

Synonyms:6-chloro-9-nitro-5-oxo-5H-benzo(a)phenoxazine;CNOB cpd

Chemical Property of 6-Chloro-9-nitro-5-oxo-5H-benzo[A]phenoxazine

Chemical Property:

• Vapor Pressure: 4.01E-08mmHg at 25°C
• Refractive Index: 1.755
• Boiling Point: 445.3 °C at 760 mmHg
• Flash Point: 223.1 °C
• PSA: 88.92000
• Density: 1.63 g/cm³
• LogP: 4.53080
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 326.0094344
• Heavy Atom Count: 23
• Complexity: 624

Purity/Quality:

99% ^*data from raw suppliers

6-CHLORO-9-NITRO-5-OXO-5H-BENZO[A]PHENOXAZINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C3=NC4=C(C=C(C=C4)[N+](=O)[O-])OC3=C(C2=O)Cl
• Uses: 6-Chloro-9-nitro-5-oxo-5H-benzo[a]phenoxazine or CNOB is a new prodrug enzyme cancer chemotherapy.

Technology Process of 6-Chloro-9-nitro-5-oxo-5H-benzo[A]phenoxazine

There total 3 articles about 6-Chloro-9-nitro-5-oxo-5H-benzo[A]phenoxazine 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: 76.0%

2,3-Dichloro-1,4-naphthoquinone (117-80-6) + 5-Nitro-2-aminophenol (121-88-0) → 6-chloro-9-nitro-5H-benzophenoxazin-5-one (73397-12-3)

Guidance literature:

With potassium acetate; In ethanol; at 90 - 100 ℃; for 2h;

DOI:10.1021/jo01299a024

Reference yield: 65.0%

2,3-Dichloro-1,4-naphthoquinone (117-80-6) + 5-Nitro-2-aminophenol (121-88-0) → 6-chloro-9-nitro-5H-benzophenoxazin-5-one (73397-12-3) + 9-nitro-5H-benzophenoxazin-5-one (75197-93-2) + 3-nitro-12H-benzophenoxazine-6,11-dione (75197-88-5)

Guidance literature:

In pyridine; 1.) 130 deg C to 140 deg C, 3 h 2.) -2 deg C, 12 h;

DOI:10.1021/jo01313a024

Reference yield:

2,3-Dichloro-1,4-naphthoquinone (117-80-6) + 2-Amino-3-nitrophenol (603-85-0) → 6-chloro-9-nitro-5H-benzophenoxazin-5-one (73397-12-3)

Guidance literature:

With sodium acetate; In ethanol;

upstream raw materials:

2,3-Dichloro-1,4-naphthoquinone

5-Nitro-2-aminophenol

2-Amino-3-nitrophenol

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