5-dimethylamino-2,3,4,5-tetrahydro-1H-benzoazepine

Base Information

• Chemical Name: 5-dimethylamino-2,3,4,5-tetrahydro-1H-benzoazepine
• CAS No.: 155061-62-4
• Molecular Formula: C12H18N2
• Molecular Weight: 190.28
• DSSTox Substance ID: DTXSID30444998
• Mol file: 155061-62-4.mol

Synonyms:155061-62-4;5-DIMETHYLAMINO-2,3,4,5-TETRAHYDRO-1H-BENZAZEPINE;5-dimethylamino-2,3,4,5-tetrahydro-1H-benzoazepine;N,N-dimethyl-2,3,4,5-tetrahydro-1H-1-benzazepin-5-amine;N,N-dimethyl-2,3,4,5-tetrahydro-1H-benzo[b]azepin-5-amine;SCHEMBL4684968;DTXSID30444998;TQP0902;DHRGKPZGOKPOJJ-UHFFFAOYSA-N;5-dimethylamino-2,3,4,5-tetrahydro -1H-benzoazepine

Chemical Property of 5-dimethylamino-2,3,4,5-tetrahydro-1H-benzoazepine

Chemical Property:

• Boiling Point: 294 ºC
• Flash Point: 122 ºC
• PSA: 15.27000
• Density: 1.03
• LogP: 2.63300
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 190.146998583
• Heavy Atom Count: 14
• Complexity: 179

Purity/Quality:

98%Min ^*data from raw suppliers

5-Dimethylamino-2,3,4,5-tetrahydro-1H-benzazepine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C1CCCNC2=CC=CC=C12

Technology Process of 5-dimethylamino-2,3,4,5-tetrahydro-1H-benzoazepine

There total 5 articles about 5-dimethylamino-2,3,4,5-tetrahydro-1H-benzoazepine 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%

Dimethyl-[1-(toluene-4-sulfonyl)-2,3,4,5-tetrahydro-1H-benzo[b]azepin-5-yl]-amine (181210-18-4) → 5-dimethylamino-2,3,4,5-tetrahydro-1H-benzoazepine (155061-62-4)

Guidance literature:

With polyphosphoric acid; at 120 ℃; for 2h;

DOI:10.1021/acs.jmedchem.8b00697

Reference yield:

2-carbomethoxyaniline (134-20-3) → 5-dimethylamino-2,3,4,5-tetrahydro-1H-benzoazepine (155061-62-4)

Guidance literature:

Multi-step reaction with 5 steps

1.1: pyridine / 1 h / 0 °C

2.1: sodium hydride / N,N-dimethyl-formamide / 20 h / 20 - 90 °C

2.2: 17 h

2.3: 8 h / 100 °C

3.1: methanol / 0.13 h / 130 °C / Microwave irradiation

3.2: 1 h

4.1: acetic acid; sodium cyanoborohydride / methanol / 2 h

5.1: polyphosphoric acid / 2 h / 120 °C

With sodium hydride; sodium cyanoborohydride; acetic acid; In pyridine; methanol; N,N-dimethyl-formamide;

DOI:10.1021/acs.jmedchem.8b00697

Reference yield:

1-tosyl-2,3,4,5-tetrahydro-1H-1-benzazepin-5-one (24310-36-9) → 5-dimethylamino-2,3,4,5-tetrahydro-1H-benzoazepine (155061-62-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: methanol / 0.13 h / 130 °C / Microwave irradiation

1.2: 1 h

2.1: acetic acid; sodium cyanoborohydride / methanol / 2 h

3.1: polyphosphoric acid / 2 h / 120 °C

With sodium cyanoborohydride; acetic acid; In methanol;

DOI:10.1021/acs.jmedchem.8b00697

upstream raw materials:

Dimethyl-[1-(toluene-4-sulfonyl)-2,3,4,5-tetrahydro-1H-benzo[b]azepin-5-yl]-amine

2-carbomethoxyaniline

1-tosyl-2,3,4,5-tetrahydro-1H-1-benzazepin-5-one

methyl N-tosylanthranilate

Downstream raw materials:

5-dimethylamino-1-{4-[2-(2-chlorophenyl)acetylamino]benzoyl}-2,3,4,5-tetrahydro-1H-benzoazepine

5-dimethylamino-1-(4-aminobenzoyl)-2,3,4,5-tetrahydro-1H-benzoazepine

N-[4-(5-Dimethylamino-2,3,4,5-tetrahydro-benzo[b]azepine-1-carbonyl)-phenyl]-2-nitro-benzamide

2-Amino-N-[4-(5-dimethylamino-2,3,4,5-tetrahydro-benzo[b]azepine-1-carbonyl)-phenyl]-benzamide