2-(Pyrrolidin-1-ylmethyl)aniline

Base Information

• Chemical Name: 2-(Pyrrolidin-1-ylmethyl)aniline
• CAS No.: 55727-59-8
• Molecular Formula: C11H16 N2
• Molecular Weight: 176.26
• Hs Code.: 2933990090
• European Community (EC) Number: 838-898-9
• NSC Number: 99364
• DSSTox Substance ID: DTXSID20295032
• Wikidata: Q82034700
• Mol file: 55727-59-8.mol

Synonyms:2-(pyrrolidin-1-ylmethyl)aniline;55727-59-8;2-Pyrrolidin-1-ylmethyl-phenylamine;2-Pyrrolidin-1-ylmethyl-aniline;2-[(pyrrolidin-1-yl)methyl]aniline;NSC99364;o-aminobenzylpyrrolidine;BENZENAMINE, 2-(1-PYRROLIDINYLMETHYL)-;NCIOpen2_002049;SCHEMBL1641681;2-(1-pyrrolidinylmethyl)aniline;DTXSID20295032;GWPIHNDIYNLVOT-UHFFFAOYSA-N;HMS1696D13;MFCD01546257;NSC-99364;STL512654;[2-(1-pyrrolidinylmethyl)phenyl]amine;AKOS000154581;AB09193;BS-37964;BB 0220220;CS-0248073;FT-0716113;2-(Pyrrolidin-1-ylmethyl)aniline, AldrichCPR;EN300-39026;F18091;A830777;2H-Benzimidazol-2-one,5-acetyl-1,3-dihydro-(9CI);Z285162766

Chemical Property of 2-(Pyrrolidin-1-ylmethyl)aniline

Chemical Property:

• Vapor Pressure: 0.00201mmHg at 25°C
• Boiling Point: 290.9°Cat760mmHg
• Flash Point: 115.8°C
• PSA: 29.26000
• Density: 1.099g/cm³
• LogP: 2.38370
• Storage Temp.: 2-8°C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 176.131348519
• Heavy Atom Count: 13
• Complexity: 152

Purity/Quality:

99.3% ^*data from raw suppliers

2-Pyrrolidin-1-ylmethyl-phenylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCN(C1)CC2=CC=CC=C2N

Technology Process of 2-(Pyrrolidin-1-ylmethyl)aniline

There total 16 articles about 2-(Pyrrolidin-1-ylmethyl)aniline 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: 99.0%

deoxypeganine (495-59-0) → 2-(pyrrolidin-1-ylmethyl)benzenamine (55727-59-8)

Guidance literature:

With sodium tetrahydroborate; In methanol; water; for 2h;

DOI:10.1002/hlca.201200307

Reference yield: 63.0%

pyrrolidine (123-75-1) + 2-nitro-benzaldehyde (552-89-6) → 1,2,3,3a,4,9-hexahydropyrrolo<2,1-b>quinazoline (495-58-9) + 2-(pyrrolidin-1-ylmethyl)benzenamine (55727-59-8)

Guidance literature:

With iron pentacarbonyl; In tetrahydrofuran; at -30 - 25 ℃; for 36h; Schlenk technique; Cooling with liquid nitrogen;

DOI:10.1021/acs.joc.0c00794

Reference yield:

1,2,3,3a,4,9-hexahydropyrrolo<2,1-b>quinazoline (495-58-9) → 2-(pyrrolidin-1-ylmethyl)benzenamine (55727-59-8) + C13H18N2O

Guidance literature:

With sodium tris(acetoxy)borohydride; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1021/acs.joc.0c00794

upstream raw materials:

1,2,3,3a,4,9-hexahydropyrrolo<2,1-b>quinazoline

2,3--3,4-dihydroquinazoline

deoxyvasicinone

1-(2-nitro-benzyl)-pyrrolidine

Refernces

• 1、 Afanasyev, Oleg I.,Podyacheva, Evgeniya,Rudenko, Alexander,Tsygankov, Alexey A.,Makarova, Maria,Chusov, Denis. "Redox Condensations of o-Nitrobenzaldehydes with Amines under Mild Conditions: Total Synthesis of the Vasicinone Family". . p. 9347 - 9360. Retrieved 2020/08/14.