CID 15892719

Base Information

• Chemical Name: CID 15892719
• CAS No.: 316364-93-9
• Molecular Formula: C₁₃H₂₄ClNO
• Molecular Weight: 245.793
• European Community (EC) Number: 608-656-5
• DSSTox Substance ID: DTXSID701212772
• Nikkaji Number: J1.417.986K
• Mol file: 316364-93-9.mol

Synonyms:316364-93-9;SCHEMBL931774;DTXSID701212772;2-chloro-N-(1,3,3,5,5-pentamethylcyclohexyl)acetamide

Chemical Property of CID 15892719

Chemical Property:

• Vapor Pressure: 8.43E-05mmHg at 25°C
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 245.1546421
• Heavy Atom Count: 16
• Complexity: 268

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CC(CC(C1)(C)NC(=O)CCl)(C)C)C

Technology Process of CID 15892719

There total 3 articles about CID 15892719 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: 94.0%

1,3,3,5,5-pentamethylcyclohexanol (38490-33-4) + chloroacetonitrile (107-14-2) → N-Chloroacetyl-1,3,3,5,5-pentamethylcyclohexanamine (316364-93-9)

Guidance literature:

With sulfuric acid; acetic acid; at 5 - 10 ℃;

Reference yield:

3,5,5-Trimethylcyclohex-2-en-1-one (78-59-1) → N-Chloroacetyl-1,3,3,5,5-pentamethylcyclohexanamine (316364-93-9)

Guidance literature:

Multi-step reaction with 3 steps

1: copper(l) iodide; lithium chloride / tetrahydrofuran / 1 h / 5 - 15 °C

2: tetrahydrofuran / 5 - 15 °C

3: sulfuric acid / acetic acid / 1 h / 5 - 10 °C

With copper(l) iodide; sulfuric acid; lithium chloride; In tetrahydrofuran; acetic acid;

Reference yield:

3,3,5,5-tetramethylcyclohexanone (14376-79-5) → N-Chloroacetyl-1,3,3,5,5-pentamethylcyclohexanamine (316364-93-9)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / 5 - 15 °C

2: sulfuric acid / acetic acid / 1 h / 5 - 10 °C

With sulfuric acid; In tetrahydrofuran; acetic acid;

upstream raw materials:

1,3,3,5,5-pentamethylcyclohexanol

chloroacetonitrile

3,5,5-Trimethylcyclohex-2-en-1-one

3,3,5,5-tetramethylcyclohexanone

Downstream raw materials:

Neramexane mesylate

neramexane

Refernces

• 1、 -. "METHOD OF PREPARING NERAMEXANE". Page/Page column 39. . Retrieved 2011/02/24.
• 2、 Jirgensons,Kauss,Kalvinsh,Gold. "A practical synthesis of tert-alkylamines via the ritter reaction with chloroacetonitrile". . p. 1709 - 1712. Retrieved 2007/10/03.