6H-Pyrido(2,3-b)(1,4)benzodiazepin-6-one, 5,11-dihydro-11-((1-imidazolyl)acetyl)-, 1-oxide

Base Information

• Chemical Name: 6H-Pyrido(2,3-b)(1,4)benzodiazepin-6-one, 5,11-dihydro-11-((1-imidazolyl)acetyl)-, 1-oxide
• CAS No.: 84446-11-7
• Molecular Formula: C17H13N5O3
• Molecular Weight: 335.3168
• DSSTox Substance ID: DTXSID90233421
• Wikidata: Q83114935
• Mol file: 84446-11-7.mol

Synonyms:BRN 4573572;84446-11-7;6H-Pyrido(2,3-b)(1,4)benzodiazepin-6-one, 5,11-dihydro-11-((1-imidazolyl)acetyl)-, 1-oxide;11-((1-Imidazolyl)acetyl)-5,11-dihydro-6H-pyrido(2,3-b)(1,4)benzodiazepin-6-one 1-oxide;DTXSID90233421;C17H13N5O3;LS-133122

Chemical Property of 6H-Pyrido(2,3-b)(1,4)benzodiazepin-6-one, 5,11-dihydro-11-((1-imidazolyl)acetyl)-, 1-oxide

Chemical Property:

• Vapor Pressure: 1.22E-19mmHg at 25°C
• Boiling Point: 703.5°C at 760 mmHg
• Flash Point: 379.3°C
• Density: 1.48g/cm³
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 335.10183929
• Heavy Atom Count: 25
• Complexity: 530

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)NC3=C(N2C(=O)CN4C=CN=C4)[N+](=CC=C3)[O-]

Technology Process of 6H-Pyrido(2,3-b)(1,4)benzodiazepin-6-one, 5,11-dihydro-11-((1-imidazolyl)acetyl)-, 1-oxide

There total 9 articles about 6H-Pyrido(2,3-b)(1,4)benzodiazepin-6-one, 5,11-dihydro-11-((1-imidazolyl)acetyl)-, 1-oxide 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: 100.0%

1H-imidazole (288-32-4) + 1-oxo-11-(2'-chloroacetyl)-5,11-dihydro-6H-pyrido<2,3-b><1,4>benzodiazepin-6-one (84446-19-5) → 1-oxo-5,11-dihydro-11-imidazol-1'-ylacetyl-6H-pyrido<2,3-b><1,4>benzodiazepin-6-one (84446-11-7)

Guidance literature:

In toluene; at 80 ℃; for 2h;

Reference yield:

3-(2'-chlorobenzoyl)amino-2-chloropyridine (84446-21-9) → 1-oxo-5,11-dihydro-11-imidazol-1'-ylacetyl-6H-pyrido<2,3-b><1,4>benzodiazepin-6-one (84446-11-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 90 percent / 40percent H₂O₂, acetic acid / 24 h / 55 - 60 °C / bath temperature

2: 8.96 g / conc. NH₄OH, CuSO₄*5H₂O, NaCl / 5 h / 80 °C

3: 96 percent / 5percent aq. HCl / various solvent(s) / 1.5 h / 110 °C / bath temperature

4: acetonitrile / 2 h / 80 °C

5: 100 percent / toluene / 2 h / 80 °C

With hydrogenchloride; ammonium hydroxide; dihydrogen peroxide; copper(II) sulfate; acetic acid; sodium chloride; In toluene; acetonitrile;

Reference yield:

3-(2'-bromobenzoyl)amino-2-chloropyridine (84446-17-3) → 1-oxo-5,11-dihydro-11-imidazol-1'-ylacetyl-6H-pyrido<2,3-b><1,4>benzodiazepin-6-one (84446-11-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 90 percent / 40percent H₂O₂, acetic acid / 24 h / 55 - 60 °C / bath temperature

2: conc. NH₄OH, CuSO₄*5H₂O, NaCl / 3 h / 60 °C

3: 96 percent / 5percent aq. HCl / various solvent(s) / 1.5 h / 110 °C / bath temperature

4: acetonitrile / 2 h / 80 °C

5: 100 percent / toluene / 2 h / 80 °C

With hydrogenchloride; ammonium hydroxide; dihydrogen peroxide; copper(II) sulfate; acetic acid; sodium chloride; In toluene; acetonitrile;

upstream raw materials:

1H-imidazole

1-oxo-11-(2'-chloroacetyl)-5,11-dihydro-6H-pyrido<2,3-b><1,4>benzodiazepin-6-one

3-(2'-chlorobenzoyl)amino-2-chloropyridine

1-oxo-5,11-dihydro-6H-pyrido<2,3-b><1,4>benzodiazepin-6-one

Downstream raw materials:

5,11-dihydro-11-<(imidazo-1'-yl)-acetyl>-6H-pyrido<2,3-b><1,4>benzodiazepin-6-one

Refernces