(5E)-8-Chloro-5-phenyl-3,4-dihydro-2H-1,6-benzothiazocine

Base Information

• Chemical Name: (5E)-8-Chloro-5-phenyl-3,4-dihydro-2H-1,6-benzothiazocine
• CAS No.: 76293-52-2
• Molecular Formula: C16H14ClNS
• Molecular Weight: 287.813
• DSSTox Substance ID: DTXSID50520304
• Mol file: 76293-52-2.mol

Synonyms:76293-52-2;DTXSID50520304;(5E)-8-Chloro-5-phenyl-3,4-dihydro-2H-1,6-benzothiazocine

Chemical Property of (5E)-8-Chloro-5-phenyl-3,4-dihydro-2H-1,6-benzothiazocine

Chemical Property:

• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 287.0535483
• Heavy Atom Count: 19
• Complexity: 325

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=NC2=C(C=CC(=C2)Cl)SC1)C3=CC=CC=C3

Technology Process of (5E)-8-Chloro-5-phenyl-3,4-dihydro-2H-1,6-benzothiazocine

There total 3 articles about (5E)-8-Chloro-5-phenyl-3,4-dihydro-2H-1,6-benzothiazocine 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: 54.0%

4-(2-Amino-4-chlorophenylthio)butyrophenone (87696-89-7) → 8-chloro-3,4-dihydro-5-phenyl-2H-1,6-benzothiazocine (76293-52-2)

Guidance literature:

toluene-4-sulfonic acid; In toluene; for 18h; Heating;

DOI:10.1021/jo00175a024

Reference yield:

2-amino-4-chloro-benzenethiol hydrochloride (615-48-5) → 8-chloro-3,4-dihydro-5-phenyl-2H-1,6-benzothiazocine (76293-52-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) sodium methoxide / 1.) methanol, 0.5 h, 2.) 3h, reflux

2: 54 percent / p-toluenesulfonic acid / toluene / 18 h / Heating

With sodium methylate; toluene-4-sulfonic acid; In toluene;

DOI:10.1021/jo00175a024

Reference yield:

4-chloro-1-phenylbutan-1-one (939-52-6) → 8-chloro-3,4-dihydro-5-phenyl-2H-1,6-benzothiazocine (76293-52-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) sodium methoxide / 1.) methanol, 0.5 h, 2.) 3h, reflux

2: 54 percent / p-toluenesulfonic acid / toluene / 18 h / Heating

With sodium methylate; toluene-4-sulfonic acid; In toluene;

DOI:10.1021/jo00175a024

upstream raw materials:

4-(2-Amino-4-chlorophenylthio)butyrophenone

2-amino-4-chloro-benzenethiol hydrochloride

4-chloro-1-phenylbutan-1-one

Downstream raw materials:

6-chloro-3-phenyl-2H-1,4-benzothiazine-Δ^2,α-acetaldehyde

8-chloro-3,4,5,6-tetrahydro-5-phenyl-2H-1,6-benzothiazocine

6-acetyl-8-chloro-3,4,5,6-tetrahydro-5-phenyl-2h-1,6-benzothiazocine