Benzenamine, N,N-bis(2-chloroethyl)-4-(methylthio)-

Base Information

• Chemical Name: Benzenamine, N,N-bis(2-chloroethyl)-4-(methylthio)-
• CAS No.: 64977-17-9
• Molecular Formula: C11H15 Cl2 N S
• Molecular Weight: 264.219
• Hs Code.: 2930909090
• DSSTox Substance ID: DTXSID80215296
• Nikkaji Number: J271.544I
• Wikidata: Q83091302
• ChEMBL ID: CHEMBL273595
• Mol file: 64977-17-9.mol

Synonyms:Benzenamine, N,N-bis(2-chloroethyl)-4-(methylthio)-;64977-17-9;BRN 3283974;N,N-Bis(2-chloroethyl)-4-methylthioaniline;N,N-Bis(2-chloroethyl)-4-(methylthio)benzenamine;4-13-00-01314 (Beilstein Handbook Reference);CHEMBL273595;DTXSID80215296

Chemical Property of Benzenamine, N,N-bis(2-chloroethyl)-4-(methylthio)-

Chemical Property:

• Vapor Pressure: 4.43E-06mmHg at 25°C
• Boiling Point: 383.3°C at 760 mmHg
• PKA: 4.05±0.50(Predicted)
• Flash Point: 185.6°C
• PSA: 28.54000
• Density: 1.22g/cm³
• LogP: 3.69250
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 263.0302260
• Heavy Atom Count: 15
• Complexity: 155

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CSC1=CC=C(C=C1)N(CCCl)CCCl

Technology Process of Benzenamine, N,N-bis(2-chloroethyl)-4-(methylthio)-

There total 9 articles about Benzenamine, N,N-bis(2-chloroethyl)-4-(methylthio)- 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%

p-(methylthio)-N,N-bis(2-hydroxyethyl)aniline (122567-51-5) → N,N-bis-(2-chloroethyl)-4-(methylthio)aniline (64977-17-9)

Guidance literature:

With trichlorophosphate; at 100 ℃; for 0.5h;

DOI:10.1021/jm00163a019

Reference yield: 66.7%

2-chloroethyl trifluoromethanesulfonate (73323-80-5) + 4-methylsulfanylaniline (104-96-1) → N,N-bis-(2-chloroethyl)-4-(methylthio)aniline (64977-17-9)

Guidance literature:

With potassium carbonate; In dichloromethane; Heating;

DOI:10.1002/jlcr.1129

Reference yield:

aniline mustard (553-27-5) → N,N-bis-(2-chloroethyl)-4-(methylthio)aniline (64977-17-9)

Guidance literature:

Multi-step reaction with 3 steps

1: bromine; NaBr; methanol

2: LiAlH₄

With methanol; lithium aluminium tetrahydride; bromine; sodium bromide;

upstream raw materials:

diazomethane

4-[bis-(2-chloro-ethyl)-amino]-thiophenol

p-(methylthio)-N,N-bis(2-hydroxyethyl)aniline

2-chloroethyl trifluoromethanesulfonate

Downstream raw materials:

methyl N,N-bis(2-chloroethyl)-4-aminophenyl sulfone

p-(methylsulfinyl)-N,N-bis(2-chloroethyl)aniline