1-(5-Methoxy-2,4-dinitrophenyl)pyrrolidine

Base Information

• Chemical Name: 1-(5-Methoxy-2,4-dinitrophenyl)pyrrolidine
• CAS No.: 181995-72-2
• Molecular Formula: C₁₁H₁₃N₃O₅
• Molecular Weight: 267.241
• DSSTox Substance ID: DTXSID201265990

Synonyms:Maybridge1_006188;1-(5-methoxy-2,4-dinitrophenyl)pyrrolidine;Oprea1_159282;181995-72-2;HMS559B06;DTXSID201265990;CCG-49026;SR-01000638516-1

Chemical Property of 1-(5-Methoxy-2,4-dinitrophenyl)pyrrolidine

Chemical Property:

• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 267.08552052
• Heavy Atom Count: 19
• Complexity: 347

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=C(C=C(C(=C1)N2CCCC2)[N+](=O)[O-])[N+](=O)[O-]

Technology Process of 1-(5-Methoxy-2,4-dinitrophenyl)pyrrolidine

There total 2 articles about 1-(5-Methoxy-2,4-dinitrophenyl)pyrrolidine 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: 57.0%

pyrrolidine (123-75-1) + 5-bromo-2,4-dinitroanisole (181995-71-1) → 1-(5-Methoxy-2,4-dinitro-phenyl)-pyrrolidine (181995-72-2)

Guidance literature:

In ethanol; for 1h; Ambient temperature;

DOI:10.1021/jm960064d

Reference yield:

3-methoxyphenyl bromide (2398-37-0) → 1-(5-Methoxy-2,4-dinitro-phenyl)-pyrrolidine (181995-72-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 62 percent / nitric acid / 0.42 h / -78 - 10 °C

2: 57 percent / ethanol / 1 h / Ambient temperature

With nitric acid; In ethanol;

DOI:10.1021/jm960064d

Reference yield: 78.0%

acetic anhydride (108-24-7) + 1-(5-Methoxy-2,4-dinitro-phenyl)-pyrrolidine (181995-72-2) → N-(5-Acetylamino-4-methoxy-2-pyrrolidin-1-yl-phenyl)-acetamide (181995-73-3)

Guidance literature:

With hydrogen; acetic acid; palladium on activated charcoal; for 10h; under 2585.7 Torr;

DOI:10.1021/jm960064d

upstream raw materials:

pyrrolidine

5-bromo-2,4-dinitroanisole

3-methoxyphenyl bromide

Downstream raw materials:

N-(5-Acetylamino-4-methoxy-2-pyrrolidin-1-yl-phenyl)-acetamide

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