2-Chlorosulfinylaniline

Base Information

• Chemical Name: 2-Chlorosulfinylaniline
• CAS No.: 5464-64-2
• Molecular Formula: C6H4ClNOS
• Molecular Weight: 173.623
• NSC Number: 15397
• UNII: 6CGX6GJY86
• DSSTox Substance ID: DTXSID50969916
• Nikkaji Number: J55.213E
• Wikidata: Q82952984
• Mol file: 5464-64-2.mol

Synonyms:1-chloro-2-(sulfinylamino)benzene;2-Chlorosulfinylaniline;5464-64-2;2-Chloro-N-sulfinylaniline;Benzenamine, 2-chloro-N-sulfinyl-;(o-Chlorophenyl)sulfinylamine;ANILINE, o-CHLORO-N-SULFINYL-;2-Chloro-N-sulfinylbenzenamine;AI3-22598;NSC 15397;BRN 0509419;NSC-15397;4-12-00-01137 (Beilstein Handbook Reference);NSC15397;C6H4ClNOS;WLN: OSNR BG;N-Sulfinyl-2-chloroaniline;6CGX6GJY86;SCHEMBL9636666;DTXSID50969916;MFCD01670169;AKOS017259313;LS-09064;LS-19677;2-CHLORO-N-(OXO-??-SULFANYLIDENE)ANILINE;1-Chloro-2-[(oxo-lambda~4~-sulfanylidene)amino]benzene

Chemical Property of 2-Chlorosulfinylaniline

Chemical Property:

• Vapor Pressure: 0.0307mmHg at 25°C
• Boiling Point: 252.5°C at 760 mmHg
• Flash Point: 106.5°C
• PSA: 61.52000
• Density: 1.37g/cm³
• LogP: 3.23380
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 172.9702126
• Heavy Atom Count: 10
• Complexity: 158

Purity/Quality:

99%min ^*data from raw suppliers

1-Chloro-2-(sulfinylamino)benzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)N=S=O)Cl

Technology Process of 2-Chlorosulfinylaniline

There total 5 articles about 2-Chlorosulfinylaniline 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: 75.0%

Trichloro-methanesulfinic acid (2-chloro-phenyl)-amide (187835-89-8) → chloroform (67-66-3,8013-54-5) + N-(2-chloro-phenyl)-sulfur imide oxide (5464-64-2)

Guidance literature:

With potassium carbonate; In acetonitrile; Ambient temperature;

DOI:10.1016/S0040-4039(96)02351-9

Reference yield:

o-chloroaniline (95-51-2) → N-(2-chloro-phenyl)-sulfur imide oxide (5464-64-2)

Guidance literature:

With thionyl chloride; benzene;

Reference yield:

o-chloroaniline (95-51-2) → N-(2-chloro-phenyl)-sulfur imide oxide (5464-64-2)

Guidance literature:

Multi-step reaction with 3 steps

1: diethyl ether / 0 °C

2: MCPBA / CH₂Cl₂ / 0 °C

3: 75 percent / anhydr. K₂CO₃ / acetonitrile / Ambient temperature

With potassium carbonate; 3-chloro-benzenecarboperoxoic acid; In diethyl ether; dichloromethane; acetonitrile;

DOI:10.1016/S0040-4039(96)02351-9

upstream raw materials:

o-chloroaniline

Trichloro-methanesulfinic acid (2-chloro-phenyl)-amide

N-(2-Chloro-phenyl)-S-trichloromethyl-thiohydroxylamine

Downstream raw materials:

(1R,4S)-N-(2-chlorophenyl)-4-ethyl-4-phenyl-1,2-thiazetidin-3-one 1-oxide

(1S,4R)-N-(2-chlorophenyl)-4-ethyl-4-phenyl-1,2-thiazetidin-3-one 1-oxide

N-(2-chlorophenyl)ethenesulfinamide

2-(2-chloro-phenyl)-1-oxo-4,4-diphenyl-1λ⁴-[1,2]thiazetidin-3-one

Refernces

• 1、 Braverman, Samuel,Cherkinsky, Marina. "A-new synthesis of N-sulfinylamines via β-elimination of chloroform from trichloromethanesulfinamides". . p. 487 - 490. Retrieved 2007/10/03.