[[4-[(3-Methylphenyl)amino]-3-pyridinyl]sulfonyl]carbamic Acid Ethyl Ester

Base Information

• Chemical Name: [[4-[(3-Methylphenyl)amino]-3-pyridinyl]sulfonyl]carbamic Acid Ethyl Ester
• CAS No.: 72810-57-2
• Molecular Formula: C15H17N3O4S
• Molecular Weight: 335.37800
• UNII: WX96JQ7ZK7
• Mol file: 72810-57-2.mol

Synonyms:WX96JQ7ZK7;UNII-WX96JQ7ZK7;Torsemide impurity E [EP];[[4-[(3-Methylphenyl)amino]-3-pyridinyl]sulfonyl]carbamic Acid Ethyl Ester;ethyl N-[4-(3-methylanilino)pyridin-3-yl]sulfonylcarbamate;Ethyl ((4-((3-methylphenyl)amino)pyridin-3-yl)sulfonyl)carbamate;((4-((3-Methylphenyl)amino)-3-pyridinyl)sulfonyl)carbamic acid ethyl ester;Carbamic acid, ((4-((3-methylphenyl)amino)-3-pyridinyl)sulfonyl)-, ethyl ester;Ethyl [[4-[(3-Methylphenyl)amino]pyridin-3-yl]sulfonyl]carbamate;Torasemide Imp. E (EP);Torasemide, Anhydrous Imp. E (EP);Torasemide, Anhydrous Impurity E;Torasemide Impurity E;TORASEMIDE IMPURITY E [EP IMPURITY]

Chemical Property of [[4-[(3-Methylphenyl)amino]-3-pyridinyl]sulfonyl]carbamic Acid Ethyl Ester

Chemical Property:

• Melting Point: >157oC (dec.)
• PKA: 2.96±0.10(Predicted)
• PSA: 112.49000
• Density: 1.330±0.06 g/cm3(Predicted)
• LogP: 3.27550
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 335.09397721
• Heavy Atom Count: 23
• Complexity: 491

Purity/Quality:

97% ^*data from raw suppliers

[[4-[(3-Methylphenyl)amino]-3-pyridinyl]sulfonyl]carbamicAcidEthylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)NS(=O)(=O)C1=C(C=CN=C1)NC2=CC=CC(=C2)C
• Uses: [[4-[(3-Methylphenyl)amino]-3-pyridinyl]sulfonyl]carbamic Acid Ethyl Ester is a Torasemide (T548750) intermediate.

Technology Process of [[4-[(3-Methylphenyl)amino]-3-pyridinyl]sulfonyl]carbamic Acid Ethyl Ester

There total 2 articles about [[4-[(3-Methylphenyl)amino]-3-pyridinyl]sulfonyl]carbamic Acid Ethyl Ester 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: 75.0%

chloroformic acid ethyl ester (541-41-3) + 3-sulfonamido-4-(3'-methylphenyl) aminopyridine (72811-73-5) → [4-(3-methyl-anilino)-pyridine-3-sulfonyl]-carbamic acid ethyl ester (72810-57-2)

Guidance literature:

With pyridine; for 0.333333h; Heating;

DOI:10.1016/0223-5234(94)90145-7

Reference yield:

→ [4-(3-methyl-anilino)-pyridine-3-sulfonyl]-carbamic acid ethyl ester (72810-57-2)

Guidance literature:

m-Tolylamino-4-pyridinsulfonamid-3-Na-Salz, Chlor-ameisensaeureethylester;

Reference yield:

Benzyl-isopropyl-amin (102-97-6) + [4-(3-methyl-anilino)-pyridine-3-sulfonyl]-carbamic acid ethyl ester (72810-57-2) → C23H26N4O3S (77281-92-6)

Guidance literature:

With 4 A molecular sieve; In toluene; at 110 ℃;

upstream raw materials:

chloroformic acid ethyl ester

3-sulfonamido-4-(3'-methylphenyl) aminopyridine

Downstream raw materials:

4-m-Tolylamino-pyridine-3-sulfonic acid (pyrrolidine-1-carbonyl)-amide

4-m-Tolylamino-pyridine-3-sulfonic acid (piperidine-1-carbonyl)-amide

4-m-Tolylamino-pyridine-3-sulfonic acid (3,5-dimethyl-piperidine-1-carbonyl)-amide

4-m-Tolylamino-pyridine-3-sulfonic acid (4-methyl-piperazine-1-carbonyl)-amide

Refernces

• 1、 Delarge,Lapiere,De Ridder,Ghys. "New diuretic torasemide derivatives". . p. 65 - 68. Retrieved 2007/10/02.