N-((1-Ethyl-2-pyrrolidinyl)methyl)-2-methoxy-4-methyl-5-(sulfamoylamino)benzamide

Base Information

• Chemical Name: N-((1-Ethyl-2-pyrrolidinyl)methyl)-2-methoxy-4-methyl-5-(sulfamoylamino)benzamide
• CAS No.: 68256-22-4
• Molecular Formula: C16H26N4O4S
• Molecular Weight: 370.467
• DSSTox Substance ID: DTXSID40987780
• ChEMBL ID: CHEMBL14888
• Mol file: 68256-22-4.mol

Synonyms:BRN 0450845;5-((Aminosulfonyl)amino)-N-((1-ethyl-2-pyrrolidinyl)methyl)-2-methoxy-4-methylbenzamide;Benzamide, 5-((aminosulfonyl)amino)-N-((1-ethyl-2-pyrrolidinyl)methyl)-2-methoxy-4-methyl-;N-((1-Ethyl-2-pyrrolidinyl)methyl)-2-methoxy-4-methyl-5-(sulfamoylamino)benzamide;68256-22-4;CHEMBL14888;SCHEMBL11090817;DTXSID40987780;LS-25643;N-[(1-Ethylpyrrolidin-2-yl)methyl]-2-methoxy-4-methyl-5-(sulfamoylamino)benzene-1-carboximidic acid

Chemical Property of N-((1-Ethyl-2-pyrrolidinyl)methyl)-2-methoxy-4-methyl-5-(sulfamoylamino)benzamide

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: 1.272g/cm³
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 7
• Exact Mass: 370.16747650
• Heavy Atom Count: 25
• Complexity: 551

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN1CCCC1CNC(=O)C2=C(C=C(C(=C2)NS(=O)(=O)N)C)OC

Technology Process of N-((1-Ethyl-2-pyrrolidinyl)methyl)-2-methoxy-4-methyl-5-(sulfamoylamino)benzamide

There total 7 articles about N-((1-Ethyl-2-pyrrolidinyl)methyl)-2-methoxy-4-methyl-5-(sulfamoylamino)benzamide 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: 67.0%

N-<(1-ethyl-2-pyrrolidinyl)methyl>-2-methoxy-4-methyl-5-<(tert-butylsulfamoyl)amino>benzamide (68256-21-3) → N-<(1-ethyl-2-pyrrolidinyl)methyl>-2-methoxy-4-methyl-5-(sulfamoylamino)benzamide (68256-22-4)

Guidance literature:

With trifluoroacetic acid; for 3h; Ambient temperature;

DOI:10.1021/jm00375a009

Reference yield:

1-ethyl-2-pyrrolidinemethanamine (26116-12-1) → N-<(1-ethyl-2-pyrrolidinyl)methyl>-2-methoxy-4-methyl-5-(sulfamoylamino)benzamide (68256-22-4)

Guidance literature:

Multi-step reaction with 4 steps

1: Et₃N / CH₂Cl₂ / 0.25 h / Ambient temperature

2: 51 percent / Sn, HCl aq. / 4 h / 50 °C

3: 68.3 percent / Et₃N / CH₂Cl₂ / 0.25 h

4: 67 percent / TFA / 3 h / Ambient temperature

With hydrogenchloride; tin; triethylamine; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/jm00375a009

Reference yield:

2-methoxy-4-methyl-5-nitrobenzoic acid (90763-12-5) → N-<(1-ethyl-2-pyrrolidinyl)methyl>-2-methoxy-4-methyl-5-(sulfamoylamino)benzamide (68256-22-4)

Guidance literature:

Multi-step reaction with 5 steps

1: SOCl₂ / 1 h / Heating

2: Et₃N / CH₂Cl₂ / 0.25 h / Ambient temperature

3: 51 percent / Sn, HCl aq. / 4 h / 50 °C

4: 68.3 percent / Et₃N / CH₂Cl₂ / 0.25 h

5: 67 percent / TFA / 3 h / Ambient temperature

With hydrogenchloride; tin; thionyl chloride; triethylamine; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/jm00375a009

upstream raw materials:

N-<(1-ethyl-2-pyrrolidinyl)methyl>-2-methoxy-4-methyl-5-<(tert-butylsulfamoyl)amino>benzamide

1-ethyl-2-pyrrolidinemethanamine

2-methoxy-4-methyl-5-nitrobenzoic acid

2-methoxy-4-methyl-5-nitrobenzoyl chloride