1-(2-Chloroethyl)azepane

Base Information

• Chemical Name: 1-(2-Chloroethyl)azepane
• CAS No.: 2205-31-4
• Molecular Formula: C8H16ClN
• Molecular Weight: 161.675
• Hs Code.: 2933990090
• European Community (EC) Number: 218-613-9
• DSSTox Substance ID: DTXSID90176526
• Nikkaji Number: J84.636H
• Wikidata: Q72449984
• Mol file: 2205-31-4.mol

Synonyms:1-(2-chloroethyl)azepane;2205-31-4;1-(2-Chloroethyl)hexahydro-1H-azepine;1-(2-Chloroethyl)hexamethylenimine;N-(2-Chloroethyl)-hexamethyleneimine;1H-Azepine, 1-(2-chloroethyl)hexahydro-;1-(2-CHLOROETHYL) HEXAMETHYLENIMINE;N-(2-Chloroethyl)hexamethyleneamine;1H-AZEPINE, HEXAHYDRO-1-(2-CHLOROETHYL)-;EINECS 218-613-9;BRN 0104112;SCHEMBL224957;DTXSID90176526;CAA20531;CS-M0058;MFCD01665130;AKOS000282517;Hexahydro-1-(2-chloroethyl)-1H-azepine;CS-14160;LS-22832;EN300-189066;H11734;4-20-00-01407 (Beilstein Handbook Reference)

Chemical Property of 1-(2-Chloroethyl)azepane

Chemical Property:

• Vapor Pressure: 0.165mmHg at 25°C
• Melting Point: 213℃
• Refractive Index: 1.465
• Boiling Point: 213.3 °C at 760 mmHg
• PKA: 8.56±0.20(Predicted)
• Flash Point: 82.8°C
• PSA: 3.24000
• Density: 0.984 g/cm³
• LogP: 2.03910
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 161.0971272
• Heavy Atom Count: 10
• Complexity: 77.3

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-(2-Chloroethyl)azepane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCCN(CC1)CCCl
• Uses: 1-(2-Chloroethyl)azepane is a useful reactant for the synthesis of 4-?acylaminopyrazolo[3,?4-?d]?pyrimidines, a possible antagonistic agent on the sigma-?1 receptor (σ1R).

Technology Process of 1-(2-Chloroethyl)azepane

There total 7 articles about 1-(2-Chloroethyl)azepane 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: 93.1%

N-(2-chloroethyl)caprolactam (90952-48-0) → 1-(2-chloroethyl)-1H-hexahydroazepine (2205-31-4)

Guidance literature:

With sodium tetrahydroborate; boron trifluoride diethyl etherate; In tetrahydrofuran; at 0 - 35 ℃; for 7.5h;

Reference yield: 87.0%

hexamethylene imine (111-49-9) + 1-Bromo-2-chloroethane (107-04-0) → 1-(2-chloroethyl)-1H-hexahydroazepine (2205-31-4)

Guidance literature:

With methylbutylammonium bromide; sodium hydroxide; In water; at 10 ℃; for 6h; Temperature;

Reference yield:

2-(hexamethyleneimino)ethanol (20603-00-3) → 1-(2-chloroethyl)-1H-hexahydroazepine (2205-31-4)

Guidance literature:

With thionyl chloride; benzene;

DOI:10.1021/ja01547a066

upstream raw materials:

2-(hexamethyleneimino)ethanol

hexamethylene imine

caprolactam potassium salt

N-(2-chloroethyl)caprolactam

Downstream raw materials:

diphenyl-acetic acid-(2-hexahydroazepin-1-yl-ethyl ester); hydrochloride

1-[2-(7-benzyl-indan-4-yloxy)-ethyl]-hexahydro-azepine

1-{2-[7-(4-chloro-benzyl)-indan-4-yloxy]-ethyl}-hexahydro-azepine

1-{2-[6-(4-chloro-benzyl)-indan-5-yloxy]-ethyl}-hexahydro-azepine

Refernces

• 1、 -. "A N-(2-chloroethyl) hexamethylene imine hydrochloride synthetic method". . . Retrieved 2017/05/23.