N-Tosyl-2-cyclopentene-1-amine

Base Information

• Chemical Name: N-Tosyl-2-cyclopentene-1-amine
• CAS No.: 197145-73-6
• Molecular Formula: C12H15 N O2 S
• Molecular Weight: 237.323
• DSSTox Substance ID: DTXSID90458011
• Nikkaji Number: J937.513I
• Mol file: 197145-73-6.mol

Synonyms:N-Tosyl-2-cyclopentene-1-amine;197145-73-6;Benzenesulfonamide, N-2-cyclopenten-1-yl-4-methyl- (9CI);N-cyclopent-2-en-1-yl-4-methylbenzenesulfonamide;DTXSID90458011;N-(Cyclopent-2-en-1-yl)-4-methylbenzene-1-sulfonamide

Chemical Property of N-Tosyl-2-cyclopentene-1-amine

Chemical Property:

• PSA: 54.55000
• LogP: 3.46360
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 237.08234989
• Heavy Atom Count: 16
• Complexity: 348

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)NC2CCC=C2

Technology Process of N-Tosyl-2-cyclopentene-1-amine

There total 14 articles about N-Tosyl-2-cyclopentene-1-amine 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: 88.0%

cyclopent-2-enol (3212-60-0,6426-28-4,62894-08-0,109431-72-3) + toluene-4-sulfonamide (70-55-3) → (±)-N-(cyclopent-2-en-1-yl)-4-methylbenzene-1-sulfonamide (197145-73-6,870610-78-9)

Guidance literature:

With mercuric triflate; In dichloromethane; at 20 ℃; for 0.5h;

DOI:10.1002/ejoc.201100054

Reference yield: 71.0%

toluene-4-sulfonamide (70-55-3) + cyclopentene (142-29-0) → (±)-N-(cyclopent-2-en-1-yl)-4-methylbenzene-1-sulfonamide (197145-73-6,870610-78-9)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In nitromethane; at 80 ℃; for 2h;

DOI:10.1016/j.tetlet.2012.03.137

Reference yield: 69.0%

N-tosyl-6-azabicyclo[3.1.0]hexane (81097-48-5) → toluene-4-sulfonamide (70-55-3) + (±)-N-(cyclopent-2-en-1-yl)-4-methylbenzene-1-sulfonamide (197145-73-6,870610-78-9)

Guidance literature:

With sec.-butyllithium; In diethyl ether; cyclohexane; at -78 ℃; for 4h;

DOI:10.1016/j.tet.2003.09.024

upstream raw materials:

N-(4-Methylphenylsulfonyl)-peroxycarbamidsaeure-tert.-butylester

cyclopentene

Tributyl(cyclopent-2-enyl)stannane

4-methyl-N-[(E)-phenyl-λ³-iodanylidene]benzenesulfonamide