Thiomorpholine

Base Information

• Chemical Name: Thiomorpholine
• CAS No.: 123-90-0
• Molecular Formula: C4H9NS
• Molecular Weight: 103.188
• Hs Code.: 29349990
• European Community (EC) Number: 204-660-2
• UNII: 3A8R61G6QV
• DSSTox Substance ID: DTXSID80153826
• Nikkaji Number: J5.545J
• Wikipedia: Thiomorpholine
• Wikidata: Q1082882
• Metabolomics Workbench ID: 55345
• ChEMBL ID: CHEMBL2333141
• Mol file: 123-90-0.mol

Synonyms:thiamorpholine;thiamorpholine hydrochloride;thiomorpholine

Chemical Property of Thiomorpholine

Chemical Property:

• Appearance/Colour: clear colorless to yellow liquid
• Vapor Pressure: 1.5mmHg at 25°C
• Melting Point: 166-168 °C
• Refractive Index: n20/D 1.538(lit.)
• Boiling Point: 170 °C at 760 mmHg
• PKA: 9.14±0.20(Predicted)
• Flash Point: 60 °C
• PSA: 37.33000
• Density: 1.012 g/cm³
• LogP: 0.65160
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Sensitive.: Air Sensitive
• Solubility.: organic solvents: miscible(lit.)
• Water Solubility.: Miscible with waterMiscible with water and organic solvents.
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 103.04557046
• Heavy Atom Count: 6
• Complexity: 34.5

Purity/Quality:

99% ^*data from raw suppliers

Thiomorpholine >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C,Xi
• Hazard Codes: C,Xi
• Statements: 34-37-36/37/38-R37-R34
• Safety Statements: 26-36/37/39-45-36-S45-S36/37/39-S26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CSCCN1
• Uses: Organic synthesis. Thiomorpholine is used as an intermediate for blonanserin. It is used in the preparation of pyrrole derivatives, which acts as a antimycobacterial agent. It is further involved in the hypocholesterolemic activity.

Technology Process of Thiomorpholine

There total 20 articles about Thiomorpholine 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: 98.0%

Cysteamine (60-23-1) + diphenyl(vinyl)sulfonium trifluoromethanesulfonate → Thiomorpholin (123-90-0)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 15h;

DOI:10.1002/anie.200800373

Reference yield: 89.3%

→ Thiomorpholin (123-90-0) + (4S)-1-[4-(1H-indol-5-yl)-3-[3-(4-thiomorpholinyl) propoxy]benzoyl]-4-methyl-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine

Guidance literature:

Reference yield: 78.0%

→ Thiomorpholin (123-90-0) + N-(4-methoxy-7-phenyl-benzothiazol-2-yl)-6-thiomorpholin-4-yl-nicotinamide hydrochloride salt (383865-69-8)

Guidance literature:

upstream raw materials:

3-thiomorpholinone

bis (2-chloroethyl) sulphide

diallylamine

ethylene dibromide

Downstream raw materials:

thiomorpholine 1-oxide

thiodiacetic acid

thiomorpholine 1,1-dioxide

4,4-dimethyl-thiomorpholinium; iodide

Refernces

• 1、 -. "Preparation method of thiomorpholine". Paragraph 0011; 0012; 0013. . Retrieved 2017/06/02.
• 2、 Yar, Muhammad,McGarrigle, Eoghan M.,Aggarwal, Varinder K.. "An annulation reaction for the synthesis of morpholines, thiomorpholines, and piperazines from β-heteroatom amino compounds and vinyl sulfonium salts". . p. 3784 - 3786. Retrieved 2008/12/23.