4-[Bis(2-chloroethyl)amino]phenol hydrochloride

Base Information

• Chemical Name: 4-[Bis(2-chloroethyl)amino]phenol hydrochloride
• CAS No.: 1457-06-3
• Molecular Formula: C10H13 Cl2 N O . Cl H
• Molecular Weight: 270.586
• DSSTox Substance ID: DTXSID70592765
• NSC Number: 80830
• Mol file: 1457-06-3.mol

Synonyms:1457-06-3;4-[bis(2-chloroethyl)amino]phenol hydrochloride;SCHEMBL5387586;DTXSID70592765;NSC80830;NSC-80830;EN300-9725335;4-[Bis(2-chloroethyl)amino]phenol--hydrogen chloride (1/1)

Chemical Property of 4-[Bis(2-chloroethyl)amino]phenol hydrochloride

Chemical Property:

• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 269.014097
• Heavy Atom Count: 15
• Complexity: 143

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-[Bis(2-chloroethyl)amino]phenol hydrochloride

There total 4 articles about 4-[Bis(2-chloroethyl)amino]phenol hydrochloride 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: 51.0%

benzyl-p-(bis-2-chloroethylamino)phenyl ester (17794-35-3) → 4-[N,N-bis(2-chloroethyl)amino]phenol hydrochloride (1457-06-3)

Guidance literature:

With hydrogenchloride; hydrogen; palladium on activated charcoal; In methanol; ethanol;

DOI:10.1016/S0968-0896(99)00126-1

Reference yield:

4--O-benzylphenol (101582-69-8) → 4-[N,N-bis(2-chloroethyl)amino]phenol hydrochloride (1457-06-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 59 percent / CH₃SO₂Cl / pyridine / 0.83 h / 2 - 80 °C

2.1: HCl gas / methanol

2.2: 51 percent / H₂ / Pd/C / ethanol

With hydrogenchloride; methanesulfonyl chloride; In pyridine; methanol;

DOI:10.1016/S0968-0896(01)00039-6

Reference yield:

4-benzyloxyaniline hydrochloride (51388-20-6) → 4-[N,N-bis(2-chloroethyl)amino]phenol hydrochloride (1457-06-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 88 percent / acetic acid; H₂O / 20 °C

2.1: 59 percent / CH₃SO₂Cl / pyridine / 0.83 h / 2 - 80 °C

3.1: HCl gas / methanol

3.2: 51 percent / H₂ / Pd/C / ethanol

With hydrogenchloride; methanesulfonyl chloride; In pyridine; methanol; water; acetic acid;

DOI:10.1016/S0968-0896(01)00039-6

upstream raw materials:

benzyl-p-(bis-2-chloroethylamino)phenyl ester

4--O-benzylphenol

4-benzyloxyaniline hydrochloride

p-benzyloxyaniline

Downstream raw materials:

Thiocarbonic acid O-{4-[bis-(2-chloro-ethyl)-amino]-phenyl} ester O-pentafluorophenyl ester

{2'-(3'',4''-dihydroxyphenyl)ethyl} carbamic acid p-(bis-2-chloroethylamino)phenyl ester

{2'-(4''-hydroxyphenyl)ethyl} carbamic acid p-(bis-2-chloroethylamino)phenyl ester

{2'-(4''-hydroxyphenoxy)ethylamine} carbamic acid p-(bis-2-chloroethylamino)phenyl ester