2,2-Diethyl-3-thiomorpholinone 1,1-dioxide

Base Information

• Chemical Name: 2,2-Diethyl-3-thiomorpholinone 1,1-dioxide
• CAS No.: 69226-09-1
• Molecular Formula: C8H15NO3S
• Molecular Weight: 205.278
• DSSTox Substance ID: DTXSID70988927
• Mol file: 69226-09-1.mol

Synonyms:BRN 0518578;2,2-Diethyl-3-thiomorpholinone 1,1-dioxide;3-Thiomorpholinone, 2,2-diethyl-, 1,1-dioxide;69226-09-1;DTXSID70988927;LS-152803;6,6-Diethyl-5-sulfanyl-3,6-dihydro-2H-1,4-oxazine-2,3-diol

Chemical Property of 2,2-Diethyl-3-thiomorpholinone 1,1-dioxide

Chemical Property:

• Vapor Pressure: 1.42E-05mmHg at 25°C
• Boiling Point: 328.5°Cat760mmHg
• Flash Point: 152.4°C
• Density: 1.29g/cm³
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 205.07726451
• Heavy Atom Count: 13
• Complexity: 206

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1(C(=S)NC(C(O1)O)O)CC

Technology Process of 2,2-Diethyl-3-thiomorpholinone 1,1-dioxide

There total 6 articles about 2,2-Diethyl-3-thiomorpholinone 1,1-dioxide 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:

2-ethyl-2-bromo-butyric acid (5456-23-5) → 2,2-diethyl-1,1-dioxo-1λ6-thiomorpholin-3-one (69226-09-1)

Guidance literature:

Multi-step reaction with 6 steps

1: (i) NaOEt, EtOH, (ii) /BRN= 3596974/

2: aq. NH₃

3: H₂SO₄

5: NaOEt / ethanol / 0.5 h

6: aq. H₂O₂, AcOH, Ac₂O

With ammonium hydroxide; sulfuric acid; dihydrogen peroxide; sodium ethanolate; acetic anhydride; acetic acid; In ethanol;

DOI:10.1021/jm00338a012

Reference yield:

2-mercapto-2-ethylbutyric acid (52988-77-9) → 2,2-diethyl-1,1-dioxo-1λ6-thiomorpholin-3-one (69226-09-1)

Guidance literature:

Multi-step reaction with 4 steps

1: H₂SO₄

3: NaOEt / ethanol / 0.5 h

4: aq. H₂O₂, AcOH, Ac₂O

With sulfuric acid; dihydrogen peroxide; sodium ethanolate; acetic anhydride; acetic acid; In ethanol;

DOI:10.1021/jm00338a012

Reference yield:

2-ethyl-2-mercapto-butyric acid ethyl ester (67431-23-6) → 2,2-diethyl-1,1-dioxo-1λ6-thiomorpholin-3-one (69226-09-1)

Guidance literature:

Multi-step reaction with 3 steps

2: NaOEt / ethanol / 0.5 h

3: aq. H₂O₂, AcOH, Ac₂O

With dihydrogen peroxide; sodium ethanolate; acetic anhydride; acetic acid; In ethanol;

DOI:10.1021/jm00338a012

upstream raw materials:

2,2-diethyl-thiomorpholin-3-one

2-ethyl-2-bromo-butyric acid

2-mercapto-2-ethylbutyric acid

2-ethyl-2-mercapto-butyric acid ethyl ester