2-[(3-Chlorobenzyl)thio]ethanamine

Base Information

• Chemical Name: 2-[(3-Chlorobenzyl)thio]ethanamine
• CAS No.: 106670-33-1
• Molecular Formula: C9H12ClNS
• Molecular Weight: 201.72
• Hs Code.: 2930909090
• DSSTox Substance ID: DTXSID00548952
• Nikkaji Number: J2.696.441E
• Wikidata: Q82427813
• Mol file: 106670-33-1.mol

Synonyms:106670-33-1;2-[(3-CHLOROBENZYL)THIO]ETHANAMINE;2-((3-Chlorobenzyl)thio)ethanamine;2-[(3-chlorophenyl)methylsulfanyl]ethanamine;2-{[(3-chlorophenyl)methyl]sulfanyl}ethan-1-amine;2-[(3-chlorobenzyl)thio]ethanamine(SALTDATA: FREE);2-([(3-Chlorophenyl)methyl]sulfanyl)ethan-1-amine;2-(3-chloro-benzylsulfanyl)-ethylamine;SCHEMBL9866736;DTXSID00548952;SEPNWHFXXYJXJP-UHFFFAOYSA-N;MFCD09936842;AKOS000176163;SB78021;LS-09252

Chemical Property of 2-[(3-Chlorobenzyl)thio]ethanamine

Chemical Property:

• Vapor Pressure: 0.000961mmHg at 25°C
• Boiling Point: 302.9oC at 760 mmHg
• PKA: 8.94±0.10(Predicted)
• Flash Point: 137oC
• PSA: 51.32000
• Density: 1.198g/cm3
• LogP: 3.23220
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 201.0378983
• Heavy Atom Count: 12
• Complexity: 121

Purity/Quality:

98% ^*data from raw suppliers

2-([(3-Chlorophenyl)methyl]sulphanyl)ethan-1-amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)Cl)CSCCN

Technology Process of 2-[(3-Chlorobenzyl)thio]ethanamine

There total 2 articles about 2-[(3-Chlorobenzyl)thio]ethanamine 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: 86.0%

2-mercaptoethylamine hydrochloride (156-57-0) + 1-Chloro-3-chloromethyl-benzene (620-20-2,130468-19-8) → β-(3-chlorobenzyl)mercaptoethylamine (106670-33-1)

Guidance literature:

With lithium hydroxide; In ethanol; water; at 35 ℃; for 0.666667h;

DOI:10.1016/j.tetlet.2009.01.133

Reference yield: 70.0%

2-mercaptoethylamine hydrochloride (156-57-0) → β-(3-chlorobenzyl)mercaptoethylamine (106670-33-1)

Guidance literature:

With sodium ethanolate; In ethanol; for 1.5h; Heating;

Reference yield: 80.0%

2-(2,6-dichlorophenyl)acetic acid (6575-24-2) + β-(3-chlorobenzyl)mercaptoethylamine (106670-33-1) → N-[2-(3-chlorobenzylsulfanyl)ethyl]-2-(2,6-dichlorophenyl)acetamide (1234381-00-0)

Guidance literature:

2-(2,6-dichlorophenyl)acetic acid; With dicyclohexyl-carbodiimide; In dichloromethane; for 0.5h; Inert atmosphere;

β-(3-chlorobenzyl)mercaptoethylamine; With triethylamine; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1021/jm100308g

upstream raw materials:

2-mercaptoethylamine hydrochloride

1-Chloro-3-chloromethyl-benzene

Downstream raw materials:

N-Benzoyl-N'-[2-(3-chloro-benzylsulfanyl)-ethyl]-N''-[3-(1H-imidazol-4-yl)-propyl]-guanidine

N-[2-(3-Chloro-benzylsulfanyl)-ethyl]-N'-[3-(1H-imidazol-4-yl)-propyl]-guanidine; hydrochloride

2-(4-bromo-benzoylimino)-3-[2-(3-chloro-benzylsulfanyl)-ethyl]-2,3-dihydrothiazole-4-carboxylic acid ethyl ester

N-[2-(3-chloro-benzylsulfanyl)-ethyl]-2,6-bis-trifluoromethylbenzamide

Refernces

• 1、 Buschauer,Lachenmayr,Schunack. "Synthesis and histamine H2-agonistic activity of ring-substituted phenyl analogues of impromidine". . p. 840 - 845. Retrieved 2007/10/02.