5H-1-Benzazepin-5-one, 1,2,3,4-tetrahydro-1-(4-nitrobenzoyl)-

Base Information

• Chemical Name: 5H-1-Benzazepin-5-one, 1,2,3,4-tetrahydro-1-(4-nitrobenzoyl)-
• CAS No.: 137975-89-4
• Molecular Formula: C17H14N2O4
• Molecular Weight: 310.309
• DSSTox Substance ID: DTXSID40444161
• Wikidata: Q82262201
• Mol file: 137975-89-4.mol

Synonyms:137975-89-4;5H-1-Benzazepin-5-one, 1,2,3,4-tetrahydro-1-(4-nitrobenzoyl)-;SCHEMBL6990464;DTXSID40444161;KUCBNTWUKOGPPC-UHFFFAOYSA-N;1-(4-nitrobenzoyl)-2,3,4,5-tetrahydro-1H-1-benzazepin-5-one;1,2,3,4-tetrahydro-1(4-nitrobenzoyl)-5H-1benzazepin-5-one;1-(4-nitrobenzoyl)-2,3,4,5-tetrahydro1H-1-benzazepin-5-one;1,2,3,4-tetrahydro-1-(4-nitrobenzoyl)-5H-1-benzazepin-5-one

Chemical Property of 5H-1-Benzazepin-5-one, 1,2,3,4-tetrahydro-1-(4-nitrobenzoyl)-

Chemical Property:

• PSA: 83.20000
• LogP: 3.80630
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 310.09535693
• Heavy Atom Count: 23
• Complexity: 480

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)C2=CC=CC=C2N(C1)C(=O)C3=CC=C(C=C3)[N+](=O)[O-]

Technology Process of 5H-1-Benzazepin-5-one, 1,2,3,4-tetrahydro-1-(4-nitrobenzoyl)-

There total 6 articles about 5H-1-Benzazepin-5-one, 1,2,3,4-tetrahydro-1-(4-nitrobenzoyl)- 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: 97.0%

1,2,3,4-tetrahydro-5H-benzo[b] azepin-5-one (1127-74-8) + 4-nitro-benzoyl chloride (122-04-3) → 1-(4-nitrobenzoyl)-2,3,4,5-tetrahydro-1H-1-benzazepin-5-one (137975-89-4)

Guidance literature:

With potassium carbonate; In dichloromethane; water; at 18 - 25 ℃; for 19.5h; Reagent/catalyst; Solvent; Temperature; Large scale;

Reference yield: 94.0%

C17H16N2O5 → 1-(4-nitrobenzoyl)-2,3,4,5-tetrahydro-1H-1-benzazepin-5-one (137975-89-4)

Guidance literature:

With polyphosphoric acid; In 1,1,2,2-tetrachloroethane; at 120 ℃; for 2h; Green chemistry;

Reference yield:

aniline (62-53-3) → 1-(4-nitrobenzoyl)-2,3,4,5-tetrahydro-1H-1-benzazepin-5-one (137975-89-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: iodine; phosphorous acid trimethyl ester; pyridine / tetrahydrofuran / 0.17 h / -10 °C / Green chemistry

1.2: 2.17 h / -10 - 20 °C / Green chemistry

2.1: potassium hydroxide; potassium carbonate / water / 2 h / 50 °C / Cooling with ice; Green chemistry

3.1: polyphosphoric acid / 1,1,2,2-tetrachloroethane / 2 h / 120 °C / Green chemistry

With pyridine; iodine; potassium carbonate; potassium hydroxide; phosphorous acid trimethyl ester; In tetrahydrofuran; water; 1,1,2,2-tetrachloroethane; 3.1: |Friedel-Crafts Acylation;

upstream raw materials:

1,2,3,4-tetrahydro-5H-benzo[b] azepin-5-one

4-nitro-benzoyl chloride

aniline

4-nitro-benzoic acid

Downstream raw materials:

2-methyl-6-(4-nitrobenzoyl)-1,4,5,6-tetrahydroimidazo-[4,5-d][1]benzazepine

5-chloro-1-(4-nitrobenzoyl)-2,3-dihydro-1 H-benzo[b]azepine-4-carbaldehyde