Ethyl ((4-(acetylamino)phenyl)sulphonyl)carbamate

Base Information

• Chemical Name: Ethyl ((4-(acetylamino)phenyl)sulphonyl)carbamate
• CAS No.: 13945-59-0
• Molecular Formula: C11H14 N2 O5 S
• Molecular Weight: 286.309
• European Community (EC) Number: 237-724-3
• DSSTox Substance ID: DTXSID10161050
• Nikkaji Number: J216.784K
• Wikidata: Q83029414
• Mol file: 13945-59-0.mol

Synonyms:13945-59-0;Ethyl ((4-(acetylamino)phenyl)sulphonyl)carbamate;ethyl N-(4-acetamidophenyl)sulfonylcarbamate;EINECS 237-724-3;[[4-(Acetylamino)phenyl]sulfonyl]carbamic acid ethyl ester;ETHYL [[4-(ACETYLAMINO)PHENYL]SULPHONYL]CARBAMATE;C11H14N2O5S;Carbamic acid, [[4-(acetylamino)phenyl]sulfonyl]-, ethyl ester (9CI);DTXSID10161050;AKOS027447192;(N-acetyl-sulfanilyl)-carbamic acid ethyl ester;Ethyl[[4-(acetylamino)phenyl]sulfonyl]carbamate;W-110362

Chemical Property of Ethyl ((4-(acetylamino)phenyl)sulphonyl)carbamate

Chemical Property:

• Melting Point: 172 °C
• Boiling Point: °Cat760mmHg
• PKA: 4.42±0.10(Predicted)
• Flash Point: °C
• PSA: 109.95000
• Density: 1.365g/cm³
• LogP: 2.62450
• Solubility.: DMSO, Methanol
• XLogP3: 1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 286.06234272
• Heavy Atom Count: 19
• Complexity: 421

Purity/Quality:

99% ^*data from raw suppliers

[[4-(Acetylamino)phenyl]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=CC=C(C=C1)NC(=O)C
• Uses: [[4-(Acetylamino)phenyl]sulfonyl]carbamic Acid Ethyl Ester is an intermediate in the synthesis of Carbutamide (C183300), a known antidabetic agent.

Technology Process of Ethyl ((4-(acetylamino)phenyl)sulphonyl)carbamate

There total 3 articles about Ethyl ((4-(acetylamino)phenyl)sulphonyl)carbamate 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: 44.23%

chloroformic acid ethyl ester (541-41-3) + p-acetylaminobenzenesulfonamide (121-61-9) → (N-acetyl-sulfanilyl)-carbamic acid ethyl ester (13945-59-0)

Guidance literature:

In acetone; at 30 ℃; for 6h;

DOI:10.1691/ph.2021.1590

Reference yield:

p-acetylaminobenzenesulfonyl chloride (121-60-8) → (N-acetyl-sulfanilyl)-carbamic acid ethyl ester (13945-59-0)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrazine hydrate / acetone / 5 h / 30 °C

2: acetone / 6 h / 30 °C

With hydrazine hydrate; In acetone;

DOI:10.1691/ph.2021.1590

Reference yield:

→ (N-acetyl-sulfanilyl)-carbamic acid ethyl ester (13945-59-0)

Guidance literature:

p-Acetamido-benzolsulfonyl-harnstoff, 2-Brom-aethylamin*HBr, A., Δ (neben anderen Verbb.);

upstream raw materials:

chloroformic acid ethyl ester

p-acetylaminobenzenesulfonamide

p-acetylaminobenzenesulfonyl chloride

Downstream raw materials:

sulfanilyl-carbamic acid ethyl ester

C₉H₁₂N₄O₄S

C₁₅H₁₈N₄O₄S

C₁₈H₁₇N₅O₅S

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