N-[(phenyl)(pyrrolidin-1-yl)methylene]-N'-(2,2,2-trifluoroethyl)benzamidine

Base Information

• Chemical Name: N-[(phenyl)(pyrrolidin-1-yl)methylene]-N'-(2,2,2-trifluoroethyl)benzamidine
• CAS No.: 749874-63-3
• Molecular Formula: C₂₀H₂₀F₃N₃
• Molecular Weight: 359.394
• Mol file: 749874-63-3.mol

Synonyms:N-[(phenyl)(pyrrolidin-1-yl)methylene]-N'-(2,2,2-trifluoroethyl)benzamidine

Chemical Property of N-[(phenyl)(pyrrolidin-1-yl)methylene]-N'-(2,2,2-trifluoroethyl)benzamidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[(phenyl)(pyrrolidin-1-yl)methylene]-N'-(2,2,2-trifluoroethyl)benzamidine

There total 3 articles about N-[(phenyl)(pyrrolidin-1-yl)methylene]-N'-(2,2,2-trifluoroethyl)benzamidine 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: 51.0%

trifluoromethylsulfonic anhydride (358-23-6) + 2,2,2-trifluroethylamine hydrochloride (373-88-6) + N-[(phenyl)(pyrrolidin-1-yl)methylene]benzamide (749874-56-4) → N-[(phenyl)(pyrrolidin-1-yl)methylene]-N'-(2,2,2-trifluoroethyl)benzamidine (749874-63-3)

Guidance literature:

trifluoromethylsulfonic anhydride; N-[(phenyl)(pyrrolidin-1-yl)methylene]benzamide; In dichloromethane; at -50 ℃; for 1.5h;

2,2,2-trifluroethylamine hydrochloride; With triethylamine; In dichloromethane; at 20 ℃; for 16h; Further stages.;

DOI:10.1002/ejoc.200400057

Reference yield:

benzonitrile (100-47-0) → N-[(phenyl)(pyrrolidin-1-yl)methylene]-N'-(2,2,2-trifluoroethyl)benzamidine (749874-63-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 80 percent / nBuLi / hexane; tetrahydrofuran / 2.25 h / 20 °C

2.1: 85 percent / aq. NaOH / acetone / 1.5 h / 0 - 10 °C

3.1: CH₂Cl₂ / 1.5 h / -50 °C

3.2: 51 percent / Et₃N / CH₂Cl₂ / 16 h / 20 °C

With sodium hydroxide; n-butyllithium; In tetrahydrofuran; hexane; dichloromethane; acetone;

DOI:10.1002/ejoc.200400057

Reference yield:

1-benzimidoylpyrrolidine (325461-82-3) → N-[(phenyl)(pyrrolidin-1-yl)methylene]-N'-(2,2,2-trifluoroethyl)benzamidine (749874-63-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 85 percent / aq. NaOH / acetone / 1.5 h / 0 - 10 °C

2.1: CH₂Cl₂ / 1.5 h / -50 °C

2.2: 51 percent / Et₃N / CH₂Cl₂ / 16 h / 20 °C

With sodium hydroxide; In dichloromethane; acetone;

DOI:10.1002/ejoc.200400057

upstream raw materials:

trifluoromethylsulfonic anhydride

2,2,2-trifluroethylamine hydrochloride

N-[(phenyl)(pyrrolidin-1-yl)methylene]benzamide

benzonitrile