N-(thiophen-3-ylmethyl)cyclohexanamine

Base Information

• Chemical Name: N-(thiophen-3-ylmethyl)cyclohexanamine
• CAS No.: 892592-33-5
• Molecular Formula: C₁₁H₁₇NS
• Molecular Weight: 195.329
• DSSTox Substance ID: DTXSID10406034
• Wikidata: Q82210880
• Mol file: 892592-33-5.mol

Synonyms:N-(thiophen-3-ylmethyl)cyclohexanamine;892592-33-5;N-(3-THIENYLMETHYL)CYCLOHEXANAMINE;CHEMBRDG-BB 9071693;DTXSID10406034;STK283597;AKOS000222568;N-cyclohexyl-N-(3-thienylmethyl)amine;AN-465/43369069;A1-05959

Chemical Property of N-(thiophen-3-ylmethyl)cyclohexanamine

Chemical Property:

• Vapor Pressure: 0.00163mmHg at 25°C
• Boiling Point: 294.3°C at 760 mmHg
• Flash Point: 131.8°C
• Density: 1.05g/cm³
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 195.10817072
• Heavy Atom Count: 13
• Complexity: 143

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(CC1)NCC2=CSC=C2

Technology Process of N-(thiophen-3-ylmethyl)cyclohexanamine

There total 3 articles about N-(thiophen-3-ylmethyl)cyclohexanamine 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: 34.0%

3-Bromothiophene (872-31-1) + N-[(trifluoro-λ4-boranyl)methyl]cyclohexanaminium → N-(thiophen-3-ylmethyl)cyclohexanamine (892592-33-5)

Guidance literature:

With chloro[(tri-tert-butylphosphine)-2-(2-aminobiphenyl)]palladium (II); caesium carbonate; In tetrahydrofuran; water; at 75 ℃; for 24h; Inert atmosphere;

DOI:10.1002/chem.201200831

Reference yield:

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + (3-thienylmethyl)amine (27757-86-4) → N-(thiophen-3-ylmethyl)cyclohexanamine (892592-33-5)

Guidance literature:

With glucose dehydrogenase; D-glucose; nicotinamide adenine dinucleotide phosphate; In aq. phosphate buffer; at 30 ℃; for 4h; pH=7; Reagent/catalyst; Enzymatic reaction;

DOI:10.1002/cctc.201701379

Reference yield:

cyclohexylamine (108-91-8,157973-60-9) → N-(thiophen-3-ylmethyl)cyclohexanamine (892592-33-5)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran; tert-butyl alcohol / 12 h / 60 °C

2: chloro[(tri-tert-butylphosphine)-2-(2-aminobiphenyl)]palladium (II); caesium carbonate / tetrahydrofuran; water / 24 h / 75 °C / Inert atmosphere

With chloro[(tri-tert-butylphosphine)-2-(2-aminobiphenyl)]palladium (II); caesium carbonate; In tetrahydrofuran; water; tert-butyl alcohol; 2: Suzuki-Miyaura cross-coupling reaction;

DOI:10.1002/chem.201200831

upstream raw materials:

3-Bromothiophene

cyclohexylamine

cyclohexanone

(3-thienylmethyl)amine

Refernces

• 1、 Fleury-Brégeot, Nicolas,Raushel, Jessica,Sandrock, Deidre L.,Dreher, Spencer D.,Molander, Gary A.. "Rapid and efficient access to secondary arylmethylamines". supporting information; experimental part. p. 9564 - 9570. Retrieved 2012/08/28.