N-(1,3-benzodioxol-5-ylmethyl)propan-2-amine

Base Information

• Chemical Name: N-(1,3-benzodioxol-5-ylmethyl)propan-2-amine
• CAS No.: 68291-92-9
• Molecular Formula: C11H15NO2
• Molecular Weight: 193.2423
• NSC Number: 131714
• DSSTox Substance ID: DTXSID90299643
• Wikidata: Q82042140
• Mol file: 68291-92-9.mol

Synonyms:68291-92-9;N-(1,3-benzodioxol-5-ylmethyl)propan-2-amine;N-(benzo[1,3]dioxol-5-ylmethyl)propan-2-amine;N-(Benzo[d][1,3]dioxol-5-ylmethyl)propan-2-amine;AKOS B023217;NSC131714;Oprea1_091698;Oprea1_486352;(1,3-BENZODIOXOL-5-YLMETHYL)ISOPROPYLAMINE;SCHEMBL1099886;[(2H-1,3-benzodioxol-5-yl)methyl](propan-2-yl)amine;DTXSID90299643;HMS1672K16;BBL018616;MFCD02040873;STK145624;AKOS000311676;CCG-311421;NSC-131714;EN300-162770;[(1,3-dioxaindan-5-yl)methyl](propan-2-yl)amine;N-[(2H-1,3-Benzodioxol-5-yl)methyl]propan-2-amine

Chemical Property of N-(1,3-benzodioxol-5-ylmethyl)propan-2-amine

Chemical Property:

• Vapor Pressure: 0.00578mmHg at 25°C
• Boiling Point: 273.3°Cat760mmHg
• Flash Point: 109.5°C
• PSA: 30.49000
• Density: 1.1g/cm³
• LogP: 2.30420
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 193.110278721
• Heavy Atom Count: 14
• Complexity: 184

Purity/Quality:

NLT 98% ^*data from raw suppliers

N-(1,3-Benzodioxol-5-ylmethyl)-2-propanamineHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)NCC1=CC2=C(C=C1)OCO2

Technology Process of N-(1,3-benzodioxol-5-ylmethyl)propan-2-amine

There total 6 articles about N-(1,3-benzodioxol-5-ylmethyl)propan-2-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: 98.0%

1,3-benzodioxol-5-ylmethyl amine (2620-50-0) + diisopropylamine (108-18-9) → N-(benzo[1,3]dioxol-5-ylmethyl)propan-2-amine (68291-92-9)

Guidance literature:

With μ-diiodo-di((η5-pentamethylcyclopentadienyl)(iodo)iridium); In 5,5-dimethyl-1,3-cyclohexadiene; at 155 ℃; for 10h; Inert atmosphere;

DOI:10.1002/anie.200904028

Reference yield: 80.0%

1,3-benzodioxol-5-ylmethyl amine (2620-50-0) + acetone (67-64-1) → N-(benzo[1,3]dioxol-5-ylmethyl)propan-2-amine (68291-92-9)

Guidance literature:

1,3-benzodioxol-5-ylmethyl amine; acetone; Reflux;

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; under 2250.23 Torr; Autoclave;

Reference yield:

piperonal (120-57-0,30024-74-9) + propan-2-amine hydrochloride → N-(benzo[1,3]dioxol-5-ylmethyl)propan-2-amine (68291-92-9)

Guidance literature:

piperonal; propan-2-amine hydrochloride; With triethylamine; In tetrahydrofuran; at 50 ℃; for 4h;

With palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; at 20 ℃; for 12h;

DOI:10.1016/j.bioorg.2020.104166

upstream raw materials:

piperonal

isopropylamine

N-(2-propyl)-piperonylideneamine

1,3-benzodioxol-5-ylmethyl amine

Refernces

• 1、 -. "ORGANIC COMPOUNDS". Paragraph 0042; 0043. . Retrieved 2016/10/31.
• 2、 Orito, Kazuhiko,Miyazawa, Mamoru,Nakamura, Takatoshi,Horibata, Akiyoshi,Ushito, Harumi,Nagasaki, Hideo,Yuguchi, Motoki,Yamashita, Satoshi,Yamazaki, Tetsuro,Tokuda, Masao. "Pd(OAc)2-catalyzed carbonylation of amines". . p. 5951 - 5958. Retrieved 2007/10/03.