3-Pyrrolidin-1-ylbenzonitrile

Base Information

• Chemical Name: 3-Pyrrolidin-1-ylbenzonitrile
• CAS No.: 175696-73-8
• Molecular Formula: C11H12N2
• Molecular Weight: 172.23
• Hs Code.: 2933998090
• DSSTox Substance ID: DTXSID30428157
• Nikkaji Number: J1.284.645B
• Wikidata: Q82240950
• Mol file: 175696-73-8.mol

Synonyms:3-pyrrolidin-1-ylbenzonitrile;175696-73-8;3-(pyrrolidin-1-yl)benzonitrile;Benzonitrile, 3-(1-pyrrolidinyl)-;3-Pyrrolizinobenzonitrile;3-pyrrolidin-1-yl-benzonitrile;SCHEMBL3537217;DTXSID30428157;UMJBSSQWHKPDJF-UHFFFAOYSA-N;MFCD07772828;AKOS006343967;BENZONITRILE,3-(1-PYRROLIDINYL)-;TS-02352;CS-0206922;W-206229

Chemical Property of 3-Pyrrolidin-1-ylbenzonitrile

Chemical Property:

• Vapor Pressure: 0.000401mmHg at 25°C
• Melting Point: 84 °C
• Refractive Index: 1.588
• Boiling Point: 316.8 °C at 760 mmHg
• Flash Point: 139 °C
• PSA: 27.03000
• Density: 1.12 g/cm³
• LogP: 2.22348
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 172.100048391
• Heavy Atom Count: 13
• Complexity: 209

Purity/Quality:

98% ^*data from raw suppliers

3-Pyrrolidin-1-ylbenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCN(C1)C2=CC=CC(=C2)C#N

Technology Process of 3-Pyrrolidin-1-ylbenzonitrile

There total 4 articles about 3-Pyrrolidin-1-ylbenzonitrile 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: 84.0%

pyrrolidine (123-75-1) + 3-chloro-benzonitrile (766-84-7) → 3-(pyrrolidin-1-yl)benzonitrile (175696-73-8)

Guidance literature:

With potassium phosphate; CyJohnPhos; palladium diacetate; In 1,2-dimethoxyethane; at 100 ℃; for 40h;

DOI:10.1021/jo991699y

Reference yield: 66.0%

1,4-dibromo-butane (110-52-1) + m-cyanoaniline (2237-30-1) → 3-(pyrrolidin-1-yl)benzonitrile (175696-73-8)

Guidance literature:

With sodium carbonate; In toluene; for 16h; Heating;

DOI:10.1016/0960-894X(96)00070-4

Reference yield: 64.0%

pyrrolidine (123-75-1) + m-Fluorobenzonitrile (403-54-3) → 3-(pyrrolidin-1-yl)benzonitrile (175696-73-8)

Guidance literature:

In dimethyl sulfoxide; at 100 ℃; for 60h; sealed tube;

DOI:10.1016/S0040-4020(99)00818-2

upstream raw materials:

1,4-dibromo-butane

m-cyanoaniline

pyrrolidine

m-Fluorobenzonitrile

Downstream raw materials:

2-(4-fluoro-N-isopropylphenylsulfonamido)-N-(3-(pyrrolidin-1-yl)benzyl)acetamide

(3-(pyrrolidin-1-yl)phenyl)methanamine

Refernces

• 1、 -. "BEZAMIDE DERIVATIVES FOR THE TREATMENT OF DISEASES MEDIATED BY CYTOKINES". . . Retrieved 2008/06/13.
• 2、 Belfield, Andrew J.,Brown, George R.,Foubister, Alan J.,Ratcliffe, Paul D.. "Synthesis of meta-substituted aniline derivatives by nucleophilic substitution". . p. 13285 - 13300. Retrieved 2007/10/03.