1H-Pyrrole-2-carboxylic acid, 1-[(3-chloro-4-fluorophenyl)sulfonyl]-

Base Information

• Chemical Name: 1H-Pyrrole-2-carboxylic acid, 1-[(3-chloro-4-fluorophenyl)sulfonyl]-
• CAS No.: 439093-69-3
• Molecular Formula: C₁₁H₇ClFNO₄S
• Molecular Weight: 303.698
• DSSTox Substance ID: DTXSID501160321
• Mol file: 439093-69-3.mol

Synonyms:DTXSID501160321;439093-69-3;1H-Pyrrole-2-carboxylic acid, 1-[(3-chloro-4-fluorophenyl)sulfonyl]-

Chemical Property of 1H-Pyrrole-2-carboxylic acid, 1-[(3-chloro-4-fluorophenyl)sulfonyl]-

Chemical Property:

• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 302.9768347
• Heavy Atom Count: 19
• Complexity: 452

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CN(C(=C1)C(=O)O)S(=O)(=O)C2=CC(=C(C=C2)F)Cl

Technology Process of 1H-Pyrrole-2-carboxylic acid, 1-[(3-chloro-4-fluorophenyl)sulfonyl]-

There total 1 articles about 1H-Pyrrole-2-carboxylic acid, 1-[(3-chloro-4-fluorophenyl)sulfonyl]- 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:

pyrrole-2-carboxyl acid (634-97-9) + 4-fluoro-3-chlorobenzenesulfonyl chloride (91170-93-3) → 1-(3-chloro-4-fluoro-benzenesulfonyl)-1H-pyrrole-2-carboxylic acid (439093-69-3)

Guidance literature:

pyrrole-2-carboxyl acid; With n-butyllithium; In tetrahydrofuran; hexane; at -20 ℃; for 1h;

4-fluoro-3-chlorobenzenesulfonyl chloride; In tetrahydrofuran; hexane; at -20 - 20 ℃; for 20h; Further stages.;

DOI:10.1021/jm0111088

Reference yield:

1-(3-chloro-4-fluoro-benzenesulfonyl)-1H-pyrrole-2-carboxylic acid (439093-69-3) → 1-(3-chloro-4-hydrazino-benzenesulfonyl)-1H-pyrrole-2-carboxylic acid (439093-75-1)

Guidance literature:

With hydrazine hydrate; triethylamine; In tetrahydrofuran; at 70 ℃; for 6h;

DOI:10.1021/jm0111088

Reference yield:

1-(3-chloro-4-fluoro-benzenesulfonyl)-1H-pyrrole-2-carboxylic acid (439093-69-3) → 1-(3-chloro-4-[4-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-yl)semicarbazido]benzenesulfonyl)-1H-pyrrole-2-carboxylic acid {2-[(2-dimethylaminopropyl)methylamino]ethyl}amide

Guidance literature:

Multi-step reaction with 4 steps

1: triethylamine; hydrazine monohydrate / tetrahydrofuran / 6 h / 70 °C

2: tetrahydrofuran / 4 h / Heating

3: N-methyl morpholine / tetrahydrofuran; dimethylformamide / 0.75 h / -20 °C

4: tetrahydrofuran; dimethylformamide / 24 h / -20 °C

With 4-methyl-morpholine; hydrazine hydrate; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/jm0111088

upstream raw materials:

pyrrole-2-carboxyl acid

4-fluoro-3-chlorobenzenesulfonyl chloride

Downstream raw materials:

1-(3-chloro-4-hydrazino-benzenesulfonyl)-1H-pyrrole-2-carboxylic acid

C₂₇H₂₃ClN₄O₅S