N-[(1-Ethyl-2-pyrrolidinyl)methyl]-2-methoxy-5-nitrobenzamide

Base Information

• Chemical Name: N-[(1-Ethyl-2-pyrrolidinyl)methyl]-2-methoxy-5-nitrobenzamide
• CAS No.: 23694-03-3
• Molecular Formula: C15H21N3O4
• Molecular Weight: 307.349
• DSSTox Substance ID: DTXSID501180442
• Nikkaji Number: J400.489B
• Mol file: 23694-03-3.mol

Synonyms:N-[(1-Ethyl-2-pyrrolidinyl)methyl]-2-methoxy-5-nitrobenzamide;Oprea1_048622;SCHEMBL10517039;DTXSID501180442;23694-03-3

Chemical Property of N-[(1-Ethyl-2-pyrrolidinyl)methyl]-2-methoxy-5-nitrobenzamide

Chemical Property:

• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 307.15320616
• Heavy Atom Count: 22
• Complexity: 399

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCN1CCCC1CNC(=O)C2=C(C=CC(=C2)[N+](=O)[O-])OC

Technology Process of N-[(1-Ethyl-2-pyrrolidinyl)methyl]-2-methoxy-5-nitrobenzamide

There total 2 articles about N-[(1-Ethyl-2-pyrrolidinyl)methyl]-2-methoxy-5-nitrobenzamide 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:

1-ethyl-2-pyrrolidinemethanamine (26116-12-1) + 2-methoxy-5-nitrobenzoyl chloride (90763-46-5) → N-(1-ethyl-2-pyrrolidinylmethyl)-2-methoxy-5-nitrobenzamide (23694-03-3)

Guidance literature:

In chloroform; for 1.5h; Heating;

Reference yield:

2-methoxy-5-nitrobenzoic acid (40751-89-1) → N-(1-ethyl-2-pyrrolidinylmethyl)-2-methoxy-5-nitrobenzamide (23694-03-3)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂ / 1 h / Heating

2: Et₃N / CH₂Cl₂ / 0.25 h / Ambient temperature

With thionyl chloride; triethylamine; In dichloromethane;

DOI:10.1021/jm00375a009

Reference yield: 35.0%

N-(1-ethyl-2-pyrrolidinylmethyl)-2-methoxy-5-nitrobenzamide (23694-03-3) → N-(1-ethyl-2-pyrrolidinylmethyl)-2-methoxy-5-aminobenzamide (68255-81-2)

Guidance literature:

With hydrogenchloride; tin; at 50 ℃; for 4h;

DOI:10.1021/jm00375a009

upstream raw materials:

1-ethyl-2-pyrrolidinemethanamine

2-methoxy-5-nitrobenzoyl chloride

2-methoxy-5-nitrobenzoic acid

Downstream raw materials:

N-(1-ethyl-2-pyrrolidinylmethyl)-2-methoxy-5-aminobenzamide

N-(1-ethyl-2-pyrrolidinylmethyl)-2-methoxy-5-aminosulfonamidobenzamide

N-(1-ethyl-2-pyrrolidinylmethyl)-2-methoxy-5-methanesulfonamidobenzamide

N-(1-Ethyl-pyrrolidin-2-ylmethyl)-2-methoxy-5-methylamino-benzamide