1-(Ethylsulfinyl)-4-nitrobenzene

Base Information

• Chemical Name: 1-(Ethylsulfinyl)-4-nitrobenzene
• CAS No.: 7205-70-1
• Molecular Formula: C8H9NO3S
• Molecular Weight: 199.23
• NSC Number: 129439
• DSSTox Substance ID: DTXSID50299326
• Nikkaji Number: J283.993H
• Mol file: 7205-70-1.mol

Synonyms:1-(ethylsulfinyl)-4-nitrobenzene;7205-70-1;NSC129439;SCHEMBL2303355;DTXSID50299326;AFCWNANLOYZRSC-UHFFFAOYSA-N;(RS)-1-Ethylsulfinyl-4-nitrobenzene;NSC-129439

Chemical Property of 1-(Ethylsulfinyl)-4-nitrobenzene

Chemical Property:

• Vapor Pressure: 1.36E-05mmHg at 25°C
• Boiling Point: 378.5°C at 760 mmHg
• Flash Point: 182.7°C
• Density: 1.36g/cm³
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 199.03031432
• Heavy Atom Count: 13
• Complexity: 206

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCS(=O)C1=CC=C(C=C1)[N+](=O)[O-]

Technology Process of 1-(Ethylsulfinyl)-4-nitrobenzene

There total 5 articles about 1-(Ethylsulfinyl)-4-nitrobenzene 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: 40.0%

1-(ethylsulfanyl)-4-nitrobenzene (7205-60-9) → ethanol (64-17-5) + 1-(ethylsulfonyl)-4-nitrobenzene (7205-81-4) + (R,S)-1-(ethylsulfinyl)-4-nitrobenzene (7205-70-1) + 4-Nitrobenzenesulfonic acid ethyl ester (15481-55-7) + acetaldehyde (75-07-0,9002-91-9)

Guidance literature:

With oxygen; In chloroform-d1; at 35 ℃; Mechanism; Irradiation; other 4-nitrophenyl sulfides and sulfoxides, kinetic isotope effect k_H/k_D;

DOI:10.1021/ja00099a015

Reference yield:

sodium 4-nitrobenzenethiolate (13113-79-6) → (R,S)-1-(ethylsulfinyl)-4-nitrobenzene (7205-70-1)

Guidance literature:

Multi-step reaction with 2 steps

1: ethanol / 12 h / Ambient temperature

2: m-chloroperbenzoic acid / CH₂Cl₂ / 1 h / 0 °C

With 3-chloro-benzenecarboperoxoic acid; In ethanol; dichloromethane;

DOI:10.1021/ja00099a015

Reference yield:

para-nitrobenzenethiol (1849-36-1) → (R,S)-1-(ethylsulfinyl)-4-nitrobenzene (7205-70-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydroxide / ethanol / 0.25 h / 20 °C / cooling with water

1.2: 20 °C / cooling with water

2.1: periodic acid / iron(III) chloride / acetonitrile / 0.83 h / 20 - 30 °C

With periodic acid; sodium hydroxide; iron(III) chloride; In ethanol; acetonitrile;

upstream raw materials:

1-(ethylsulfanyl)-4-nitrobenzene

sodium 4-nitrobenzenethiolate

para-nitrobenzenethiol

Downstream raw materials:

(R,S)-S-ethyl-S-(4-nitrophenyl)-N-(trifluoroacetyl)sulfoximide

(RS)-S-ethyl-S-(4-{[4-{[(1R,2R)-2-hydroxy-1-methylpropyl]amino}-5-(trifluoromethyl)-pyrimidin-2-yl]amino}phenyl)sulfoximide

(R,S)-S-[4-({5-bromo-4-[(1R,2R)-(2-hydroxy-1-methylpropyl)amino]pyrimidin-2-yl}amino)phenyl]-S-ethylsulfoximide

(R,S)-S-[4-({5-bromo-4-[(1R,2R)-(2-hydroxy-1-methylpropyl)amino]pyrimidin-2-yl}amino)phenyl]-N-(ethoxycarbonyl)-S-ethylsulfoximide

Refernces

• 1、 -. "ALKYNYLPYRIMIDINES AS TIE2 KINASE INHIBITORS". Page/Page column 69-70. . Retrieved 2009/01/23.
• 2、 -. "Sulfoximine-substituted pyrimidines, processes for production thereof and use thereof as drugs". Page/Page column 41. . Retrieved 2010/11/28.