Benzenamine, 4-chloro-N-sulfinyl-

Base Information

• Chemical Name: Benzenamine, 4-chloro-N-sulfinyl-
• CAS No.: 13165-68-9
• Molecular Formula: C₆H₄ClNOS
• Molecular Weight: 173.623
• DSSTox Substance ID: DTXSID9065368
• Nikkaji Number: J102.450G
• Wikidata: Q81992156
• Mol file: 13165-68-9.mol

Synonyms:1-chloro-4-(sulfinylamino)benzene;13165-68-9;Benzenamine, 4-chloro-N-sulfinyl-;4-Chloro-N-sulfinylaniline;Aniline, p-chloro-N-sulfinyl-;4-Chlorosulfinylaniline;Thionyl-p-chloroaniline;p-Chloro-N-thionylaniline;N-Sulfinyl-p-chloroaniline;p-Chloro-N-sulfinylaniline;(p-Chlorophenyl)sulfinylamine;4-Chloro-N-sulfinylbenzenamine;DTXSID9065368;MFCD00054490;AKOS017259303;LS-09070;4-CHLORO-N-(OXO-??-SULFANYLIDENE)ANILINE

Chemical Property of Benzenamine, 4-chloro-N-sulfinyl-

Chemical Property:

• Vapor Pressure: 0.0413mmHg at 25°C
• Melting Point: 36 °C(Solv: carbon tetrachloride (56-23-5))
• Boiling Point: 247°Cat760mmHg
• Flash Point: 103.2°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: 150

Purity/Quality:

1-Chloro-4-(sulfinylamino)benzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1N=S=O)Cl

Technology Process of Benzenamine, 4-chloro-N-sulfinyl-

There total 8 articles about Benzenamine, 4-chloro-N-sulfinyl- 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: 93.0%

4-chloro-aniline (106-47-8) → N-(4-chloro-phenyl)-sulfur imide oxide (13165-68-9,52867-11-5)

Guidance literature:

With thionyl chloride; In benzene; at 50 - 85 ℃; for 8h; Sealed tube; Inert atmosphere;

DOI:10.1016/j.molstruc.2016.06.067

Reference yield: 87.0%

N-(chlorosulfinyl)imidazole (76541-52-1) + 4-chloro-aniline (106-47-8) → N-(4-chloro-phenyl)-sulfur imide oxide (13165-68-9,52867-11-5)

Guidance literature:

In dichloromethane; 1.)-40 deg C 2.)20 deg C, 0.4 h;

DOI:10.1016/S0040-4039(00)89260-6

Reference yield: 75.0%

Trichlormethansulfinsaeure-<4-chlor-anilid> (119151-47-2) → chloroform (67-66-3,8013-54-5) + N-(4-chloro-phenyl)-sulfur imide oxide (13165-68-9,52867-11-5)

Guidance literature:

With potassium carbonate; In acetonitrile; Ambient temperature;

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

upstream raw materials:

4-chloro-aniline

(4-Chloro-phenyl)-trimethylsilanyl-amine

N-(chlorosulfinyl)imidazole

N,N'-Thionyldiimidazole

Downstream raw materials:

α-hydroxy-N-(4-chlorophenyl)phenylacetamide

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

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

iron pentacarbonyl

Refernces

• 1、 Chemes, Doly M.,Alonso de Armi?o, Diego J.,Cutin, Edgardo H.,Oberhammer, Heinz,Robles, Norma L.. "Synthesis, characterization and vibrational studies of p-chlorosulfinylaniline". . p. 191 - 198. Retrieved 2017.
• 2、 Jian, Teng-Yue,He, Lin,Tang, Cen,Ye, Song. "N-heterocyclic carbene catalysis: Enantioselective formal [2+2] cycloaddition of ketenes and N-sulfinylanilines". supporting information; body text. p. 9104 - 9107. Retrieved 2011/10/13.