4-Phenylthiomorpholine

Base Information

• Chemical Name: 4-Phenylthiomorpholine
• CAS No.: 55330-78-4
• Molecular Formula: C10H13 N S
• Molecular Weight: 179.286
• Hs Code.: 2934999090
• NSC Number: 28823
• DSSTox Substance ID: DTXSID80282928
• Nikkaji Number: J1.065.583H
• Wikidata: Q82017327
• Mol file: 55330-78-4.mol

Synonyms:4-phenylthiomorpholine;55330-78-4;NSC28823;4-phenyl thiomorpholine;SCHEMBL2167113;DTXSID80282928;NSC-28823;Thiomorpholine, mixt. with N,N-bis(2-chloroethyl)aniline

Chemical Property of 4-Phenylthiomorpholine

Chemical Property:

• Vapor Pressure: 0.000724mmHg at 25°C
• Boiling Point: 307.5°C at 760 mmHg
• Flash Point: 139.7°C
• PSA: 28.54000
• Density: 1.112g/cm³
• LogP: 2.30480
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 179.07687059
• Heavy Atom Count: 12
• Complexity: 126

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CSCCN1C2=CC=CC=C2

Technology Process of 4-Phenylthiomorpholine

There total 14 articles about 4-Phenylthiomorpholine 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: 88.0%

Thiomorpholin (123-90-0) + chlorobenzene (108-90-7) → 4-phenyl-1-thia-4-azacyclohexane (55330-78-4)

Guidance literature:

With dichloro(1,3-bis(2,6-bis(3-pentyl)phenyl)imidazolin-2-ylidene)(3-chloropyridyl)palladium(II); potassium tert-butylate; In neat (no solvent); for 3h; Milling;

DOI:10.1039/c8ob01781f

Reference yield: 85.0%

4-(2,4-dinitrophenoxy)thiomorpholine + diphenylzinc (1078-58-6) → 4-phenyl-1-thia-4-azacyclohexane (55330-78-4)

Guidance literature:

With [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine]nickel(II) dichloride; In tetrahydrofuran; N,N-dimethyl-formamide; at 20 ℃; for 3h; Sealed tube; Inert atmosphere;

DOI:10.1002/anie.201900510

Reference yield: 83.0%

Thiomorpholin (123-90-0) + Diphenyliodonium triflate (66003-76-7) → 4-phenyl-1-thia-4-azacyclohexane (55330-78-4)

Guidance literature:

Diphenyliodonium triflate; With sodium carbonate; Inert atmosphere; Sealed tube;

Thiomorpholin; In toluene; at 110 ℃; for 4h; regiospecific reaction; Inert atmosphere; Sealed tube;

DOI:10.1002/anie.201807001

upstream raw materials:

2-(phenylamino)ethanethiol

ethylene dibromide

bis (2-chloroethyl) sulphide

aniline

Downstream raw materials:

4-(thiomorpholin-4-yl)benzaldehyde

N-(4-bromophenyl)thiomorpholine

4-(4-Thiomorpholin-4-yl-phenylazo)-benzonitrile

4-(4-phenylazo-phenyl)-thiomorpholine

Refernces

• 1、 Cao, Qun,Nicholson, William I.,Jones, Andrew C.,Browne, Duncan L.. "Robust Buchwald-Hartwig amination enabled by ball-milling". supporting information. p. 1722 - 1726. Retrieved 2019/02/20.
• 2、 Purkait, Nibadita,Kervefors, Gabriella,Linde, Erika,Olofsson, Berit. "Regiospecific N-Arylation of Aliphatic Amines under Mild and Metal-Free Reaction Conditions". . p. 11427 - 11431. Retrieved 2018/08/28.