Butyl 8-chloro-1-phenyl-5H-2-benzazepine-5-carboxylate

Base Information

• Chemical Name: Butyl 8-chloro-1-phenyl-5H-2-benzazepine-5-carboxylate
• CAS No.: 81993-60-4
• Molecular Formula: C21H20ClNO2
• Molecular Weight: 353.848
• DSSTox Substance ID: DTXSID40533640
• Mol file: 81993-60-4.mol

Synonyms:81993-60-4;BUTYL 8-CHLORO-1-PHENYL-5H-2-BENZAZEPINE-5-CARBOXYLATE;SCHEMBL10996356;DTXSID40533640;JSTTZIBKHGGKJB-UHFFFAOYSA-N;8-chloro-1-phenyl-5H-2-benzazepine-5-carboxylic acid butyl ester

Chemical Property of Butyl 8-chloro-1-phenyl-5H-2-benzazepine-5-carboxylate

Chemical Property:

• XLogP3: 5.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 353.1182566
• Heavy Atom Count: 25
• Complexity: 510

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)C1C=CN=C(C2=C1C=CC(=C2)Cl)C3=CC=CC=C3

Technology Process of Butyl 8-chloro-1-phenyl-5H-2-benzazepine-5-carboxylate

There total 3 articles about Butyl 8-chloro-1-phenyl-5H-2-benzazepine-5-carboxylate 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: 14.0%

carbon monoxide (201230-82-2) + 5-bromo-8-chloro-1-phenyl-3H-2-benzazepine hydrochloride (81078-32-2) + butan-1-ol (71-36-3) → 8-chloro-1-phenyl-3H-2-benzazepine-5-carboxylic acid butyl ester (81993-61-5) + 8-chloro-1-phenyl-5H-2-benzazepine-5-carboxylic acid butyl ester (81993-60-4)

Guidance literature:

With copper(l) iodide; bis(triphenylphosphine)palladium dibromide; tributyl-amine; at 100 ℃; for 3h; under 2068.6 Torr;

DOI:10.1021/jo00362a007

Reference yield:

8-chloro-4,5-dibromo-4,5-dihydro-1-phenyl-3H-2-benzazepine (81078-28-6) → 8-chloro-1-phenyl-5H-2-benzazepine-5-carboxylic acid butyl ester (81993-60-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / KOH / 2-methyl-propan-2-ol; tetrahydrofuran / 1.25 h / Ambient temperature

2: 14 percent / dibromobis(triphenylphosphine)palladium (II), CuI, tri-n-butylamine / 3 h / 100 °C / 2068.6 Torr

With potassium hydroxide; copper(l) iodide; bis(triphenylphosphine)palladium dibromide; tributyl-amine; In tetrahydrofuran; tert-butyl alcohol;

DOI:10.1021/jo00362a007

Reference yield:

8-chloro-1-phenyl-3H-2-benzazepine hydrobromide (101713-14-8) → 8-chloro-1-phenyl-5H-2-benzazepine-5-carboxylic acid butyl ester (81993-60-4)

Guidance literature:

Multi-step reaction with 3 steps

1: Br₂ / CH₂Cl₂ / 19 h / Ambient temperature

2: 86 percent / KOH / 2-methyl-propan-2-ol; tetrahydrofuran / 1.25 h / Ambient temperature

3: 14 percent / dibromobis(triphenylphosphine)palladium (II), CuI, tri-n-butylamine / 3 h / 100 °C / 2068.6 Torr

With potassium hydroxide; copper(l) iodide; bis(triphenylphosphine)palladium dibromide; tributyl-amine; bromine; In tetrahydrofuran; dichloromethane; tert-butyl alcohol;

DOI:10.1021/jo00362a007

upstream raw materials:

carbon monoxide

5-bromo-8-chloro-1-phenyl-3H-2-benzazepine hydrochloride

butan-1-ol

8-chloro-4,5-dibromo-4,5-dihydro-1-phenyl-3H-2-benzazepine

Downstream raw materials:

9-Chloro-4a,11b-dihydro-3-methyl-7-phenyl-5H-pyrimido-[4,5-d][2]benzazepin-1(2H)-one