5-((Aminosulfonyl)amino)-4-chloro-N-((1-ethyl-2-pyrrolidinyl)methyl)-2-methoxybenzamide

Base Information

• Chemical Name: 5-((Aminosulfonyl)amino)-4-chloro-N-((1-ethyl-2-pyrrolidinyl)methyl)-2-methoxybenzamide
• CAS No.: 68256-25-7
• Molecular Formula: C₁₅H₂₃ClN₄O₄S
• Molecular Weight: 390.891
• DSSTox Substance ID: DTXSID60987782
• ChEMBL ID: CHEMBL431102
• Mol file: 68256-25-7.mol

Synonyms:BRN 0453180;5-((Aminosulfonyl)amino)-4-chloro-N-((1-ethyl-2-pyrrolidinyl)methyl)-2-methoxybenzamide;Benzamide, 5-((aminosulfonyl)amino)-4-chloro-N-((1-ethyl-2-pyrrolidinyl)methyl)-2-methoxy-;68256-25-7;C15H23ClN4O4S;CHEMBL431102;SCHEMBL11089220;DTXSID60987782;C15-H23-Cl-N4-O4-S;LS-25641;4-Chloro-N-[(1-ethylpyrrolidin-2-yl)methyl]-2-methoxy-5-(sulfamoylamino)benzene-1-carboximidic acid

Chemical Property of 5-((Aminosulfonyl)amino)-4-chloro-N-((1-ethyl-2-pyrrolidinyl)methyl)-2-methoxybenzamide

Chemical Property:

• Density: 1.363g/cm³
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 7
• Exact Mass: 390.1128541
• Heavy Atom Count: 25
• Complexity: 556

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCN1CCCC1CNC(=O)C2=CC(=C(C=C2OC)Cl)NS(=O)(=O)N

Technology Process of 5-((Aminosulfonyl)amino)-4-chloro-N-((1-ethyl-2-pyrrolidinyl)methyl)-2-methoxybenzamide

There total 7 articles about 5-((Aminosulfonyl)amino)-4-chloro-N-((1-ethyl-2-pyrrolidinyl)methyl)-2-methoxybenzamide 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: 29.0%

N-(1-ethyl-2-pyrrolidinylmethyl)-2-methoxy-4-chloro-5-t-butylaminosulfonamidobenzamide (68256-23-5) → N-(1-ethyl-2-pyrrolidinylmethyl)-2-methoxy-4-chloro-5-aminosulfonamidobenzamide (68256-25-7)

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-pyrrolidinylmethyl)-2-methoxy-4-chloro-5-aminosulfonamidobenzamide (68256-25-7)

Guidance literature:

Multi-step reaction with 4 steps

1: Et₃N / CH₂Cl₂ / 0.25 h / Ambient temperature

2: 81 percent / Sn, HCl aq. / 4 h / 50 °C

3: Et₃N / CH₂Cl₂ / 0.25 h

4: 29 percent / TFA / 3 h / Ambient temperature

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

DOI:10.1021/jm00375a009

Reference yield:

2-methoxy-4-chloro-5-nitrobenzoic acid (68255-77-6) → N-(1-ethyl-2-pyrrolidinylmethyl)-2-methoxy-4-chloro-5-aminosulfonamidobenzamide (68256-25-7)

Guidance literature:

Multi-step reaction with 5 steps

1: SOCl₂ / 0.5 h / Heating

2: Et₃N / CH₂Cl₂ / 0.25 h / Ambient temperature

3: 81 percent / Sn, HCl aq. / 4 h / 50 °C

4: Et₃N / CH₂Cl₂ / 0.25 h

5: 29 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-pyrrolidinylmethyl)-2-methoxy-4-chloro-5-t-butylaminosulfonamidobenzamide

1-ethyl-2-pyrrolidinemethanamine

2-methoxy-4-chloro-5-nitrobenzoic acid

N-<(1-ethyl-2-pyrrolidinyl)methyl>-2-methoxy-4-chloro-5-aminobenzamide