1-(2-Oxo-2-phenylethyl)-1,3,5,7-tetraazatricyclo[3.3.1.1~3,7~]decan-1-ium bromide

Base Information

• Chemical Name: 1-(2-Oxo-2-phenylethyl)-1,3,5,7-tetraazatricyclo[3.3.1.1~3,7~]decan-1-ium bromide
• CAS No.: 5520-62-7
• Molecular Formula: Br*C₁₄H₁₉N₄O
• Molecular Weight: 339.235
• DSSTox Substance ID: DTXSID10547476
• NSC Number: 35721
• Mol file: 5520-62-7.mol

Synonyms:5520-62-7;1-(2-Oxo-2-phenylethyl)-1,3,5,7-tetraazatricyclo[3.3.1.1~3,7~]decan-1-ium bromide;DTXSID10547476;NGJJCCOIYXTGHI-UHFFFAOYSA-M;NSC35721;NSC-35721;NS-00177;1-(2-oxo-2-phenylethyl)-1,3,5,7-tetraazatricyclo[3.3.1.1(3),?]decan-1-ium bromide;1-(2-Oxo-2-phenylethyl)-3,5,7-triaza-1-azoniatricyclo[3.3.1.13,7]decane bromide;1-phenyl-2-(3,5,7-triaza-1-azoniatricyclo[3.3.1.13,7]decan-1-yl)ethanone;bromide

Chemical Property of 1-(2-Oxo-2-phenylethyl)-1,3,5,7-tetraazatricyclo[3.3.1.1~3,7~]decan-1-ium bromide

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 338.07422
• Heavy Atom Count: 20
• Complexity: 336

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1N2CN3CN1C[N+](C2)(C3)CC(=O)C4=CC=CC=C4.[Br-]

Technology Process of 1-(2-Oxo-2-phenylethyl)-1,3,5,7-tetraazatricyclo[3.3.1.1~3,7~]decan-1-ium bromide

There total 3 articles about 1-(2-Oxo-2-phenylethyl)-1,3,5,7-tetraazatricyclo[3.3.1.1~3,7~]decan-1-ium bromide 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: 95.0%

hexamethylenetetramine (100-97-0) + α-bromoacetophenone (70-11-1) → 1-(2-oxo-2-phenylethyl)-3,5,7-triaza-1-azoniatricyclo[3.3.1.1(3,7)]decane bromide (5520-62-7)

Guidance literature:

In chloroform; at 20 ℃; for 3h;

DOI:10.1055/a-1655-6078

Reference yield:

acetophenone (98-86-2) → 1-(2-oxo-2-phenylethyl)-3,5,7-triaza-1-azoniatricyclo[3.3.1.1(3,7)]decane bromide (5520-62-7)

Guidance literature:

Multi-step reaction with 2 steps

1: N-Bromosuccinimide; toluene-4-sulfonic acid / acetonitrile / 80 °C

2: chloroform / 20 °C

With N-Bromosuccinimide; toluene-4-sulfonic acid; In chloroform; acetonitrile;

DOI:10.1002/jhet.1937

Reference yield:

benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → 1-(2-oxo-2-phenylethyl)-3,5,7-triaza-1-azoniatricyclo[3.3.1.1(3,7)]decane bromide (5520-62-7)

Guidance literature:

Multi-step reaction with 3 steps

1: zinc(II) chloride / 20 °C

2: N-Bromosuccinimide; toluene-4-sulfonic acid / acetonitrile / 80 °C

3: chloroform / 20 °C

With N-Bromosuccinimide; toluene-4-sulfonic acid; zinc(II) chloride; In chloroform; acetonitrile;

DOI:10.1002/jhet.1937

upstream raw materials:

hexamethylenetetramine

α-bromoacetophenone

benzene

acetophenone

Downstream raw materials:

1-(4-methoxyphenyl)-5-phenyl-1H-imidazole-2-thiol