4-(4-Amino-2,6-difluorophenyl)thiomorpholine 1,1-dioxide

Base Information

• Chemical Name: 4-(4-Amino-2,6-difluorophenyl)thiomorpholine 1,1-dioxide
• CAS No.: 383199-91-5
• Molecular Formula: C10H12F2N2O2S
• Molecular Weight: 262.28
• DSSTox Substance ID: DTXSID20432566
• Wikidata: Q82246638
• Mol file: 383199-91-5.mol

Synonyms:383199-91-5;4-(4-Amino-2,6-difluorophenyl)thiomorpholine 1,1-dioxide;SCHEMBL3029355;DTXSID20432566;TQP0017;PLZYGAAUYBWQNK-UHFFFAOYSA-N;AKOS005810355;FT-0734546;A912904;4-(1,1-dioxido-4-thiomorpholinyl)-3,5-difluoroaniline;4-(4-Amino-2,6-difluorophenyl)thiomorpholine1,1-dioxide;4-(4-amino-2,6-difluorophenyl)-1-thiomorpholine-1,1-dione;4-(4-Amino-2,6-difluorophenyl)-1lambda~6~,4-thiazinane-1,1-dione

Chemical Property of 4-(4-Amino-2,6-difluorophenyl)thiomorpholine 1,1-dioxide

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 262.05875513
• Heavy Atom Count: 17
• Complexity: 345

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CS(=O)(=O)CCN1C2=C(C=C(C=C2F)N)F

Technology Process of 4-(4-Amino-2,6-difluorophenyl)thiomorpholine 1,1-dioxide

There total 4 articles about 4-(4-Amino-2,6-difluorophenyl)thiomorpholine 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:

4-(2,6-difluoro-4-nitrophenyl)thiomorpholine-1,1-dioxide (383199-90-4) → 4-(1,1-dioxidothiomorpholin-4-yl)-3,5-difluoroaniline (383199-91-5)

Guidance literature:

With hydrogen; nickel; In tetrahydrofuran; at 40 ℃; under 2068.65 Torr;

Reference yield:

aluminum nickel + N-(2-{[2-(2,6-difluoroanilino)ethyl]sulfonyl}ethyl)-2,6-difluoroaniline → 4-(1,1-dioxidothiomorpholin-4-yl)-3,5-difluoroaniline (383199-91-5)

Guidance literature:

In tetrahydrofuran;

Reference yield:

2,6-difluoroaniline (5509-65-9) → 4-(1,1-dioxidothiomorpholin-4-yl)-3,5-difluoroaniline (383199-91-5)

Guidance literature:

Multi-step reaction with 3 steps

1: aluminum (III) chloride / toluene / 24 h / 110 °C / Large scale

2: nitric acid; acetic acid / 48 h / 20 - 30 °C / Large scale

3: hydrogen / ethanol; tetrahydrofuran / 40 °C / 2828.7 Torr / Autoclave; Large scale

With aluminum (III) chloride; hydrogen; nitric acid; acetic acid; In tetrahydrofuran; ethanol; toluene; 1: |Michael Addition;

DOI:10.1021/op050207i

upstream raw materials:

4-(2,6-difluoro-4-nitrophenyl)thiomorpholine-1,1-dioxide

2,6-difluoroaniline

4-(2,6-difluorophenyl)thiomorpholine 1,1-dioxide

Downstream raw materials:

isobutyl 4-(1,1-dioxidothiomorpholin-4-yl)-3,5-difluorophenylcarbamate

methyl (2R)-3-{[4-(1,1-dioxidothiomorpholin-4-yl)-3,5-difluorophenyl]amino}-2-hydroxypropanoate