N~1~-(3-Aminopropyl)-N~1~-benzylpropane-1,3-diamine

Base Information

• Chemical Name: N~1~-(3-Aminopropyl)-N~1~-benzylpropane-1,3-diamine
• CAS No.: 1555-71-1
• Molecular Formula: C13H23N3
• Molecular Weight: 221.346
• Hs Code.: 2921590090
• DSSTox Substance ID: DTXSID50496575
• Nikkaji Number: J900.514E
• Wikidata: Q82345540
• Mol file: 1555-71-1.mol

Synonyms:1555-71-1;N'-(3-aminopropyl)-N'-benzylpropane-1,3-diamine;N1-(3-AMINO-PROPYL)-N1-BENZYL-PROPANE-1,3-DIAMINE;N~1~-(3-Aminopropyl)-N~1~-benzylpropane-1,3-diamine;1,3-Propanediamine, N1-(3-aminopropyl)-N1-(phenylmethyl)-;SCHEMBL713789;N-benzylbis(3-aminopropyl)amine;BDBM86159;DTXSID50496575;bis(3-amino-propyl)-benzyl-amine;HUWUUMUEMQWJKZ-UHFFFAOYSA-N;N,N-bis(3-aminopropyl)benzylamine;N-benzylbis (3-aminopropyl) amine;PDSP1_000335;PDSP2_000333;[bis(3-aminopropyl)aminomethyl]benzene;4-MB-3-3

Chemical Property of N~1~-(3-Aminopropyl)-N~1~-benzylpropane-1,3-diamine

Chemical Property:

• PSA: 55.28000
• LogP: 2.58680
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 8
• Exact Mass: 221.189197746
• Heavy Atom Count: 16
• Complexity: 147

Purity/Quality:

95% ^*data from raw suppliers

1-Benzyl-bis(3-aminopropyl)amineDihydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CN(CCCN)CCCN

Technology Process of N~1~-(3-Aminopropyl)-N~1~-benzylpropane-1,3-diamine

There total 14 articles about N~1~-(3-Aminopropyl)-N~1~-benzylpropane-1,3-diamine 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: 100.0%

N-benzylbis(2-cyanoethyl)amine (782-87-6) → N1-(3-amino-propyl)-N1-benzyl-propane-1,3-diamine (1555-71-1)

Guidance literature:

With hydrogen; In methanol; water; at 70 ℃; for 2h; under 30003 Torr;

DOI:10.1002/ejoc.201001307

Reference yield: 85.0%

N,N-bis(3-phthalimidopropyl)benzylamine (107886-36-2) → N1-(3-amino-propyl)-N1-benzyl-propane-1,3-diamine (1555-71-1)

Guidance literature:

With hydrazine hydrate; In ethanol; for 2h; Heating;

DOI:10.1080/00397919808005721

Reference yield:

3,3'-Iminodipropionitrile (111-94-4) → N1-(3-amino-propyl)-N1-benzyl-propane-1,3-diamine (1555-71-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / NaI; Na₂CO₃ / acetonitrile / 5 h / Heating

2: 81 percent / aq. NaOH; H₂ / Raney Ni / ethanol / 48 h / 1034.3 - 1551.44 Torr

With sodium hydroxide; hydrogen; sodium carbonate; sodium iodide; nickel; In ethanol; acetonitrile;

DOI:10.1021/jm0582524

upstream raw materials:

N-benzylbis(2-cyanoethyl)amine

N,N-bis(3-phthalimidopropyl)benzylamine

3,3'-Iminodipropionitrile

benzyl chloride

Downstream raw materials:

N⁴-Benzyl-N¹,N⁷-bisnorspermidine

N⁴-benzyl-N¹,N⁷-bis(2,3-dimethoxybenzoyl)bis(3-aminopropyl)amine hydrochloride

N⁴-benzyl-N¹,N⁷-ditosyl-4-aza-1,7-heptanediamine

N,N'-bis(p-butoxymethylbenzenesulfonyl)bis(3-aminopropyl)benzylamine

Refernces

• 1、 Culf, Adrian S.,Melanson, Jennifer A.,Ouellette, Rodney J.,Briand, Glen G.. "Bis-imine primary amine protection of the dialkyltriamine, norspermidine". . p. 3301 - 3304. Retrieved 2012/07/31.
• 2、 Demillo, Violeta G.,Goulinet-Mateo, Florian,Kim, Jessica,Schols, Dominique,Vermeire, Kurt,Bell, Thomas W.. "Unsymmetrical cyclotriazadisulfonamide (CADA) compounds as human CD4 receptor down-modulating agents". scheme or table. p. 5712 - 5721. Retrieved 2011/10/08.