Ethyl 4-[2-(5-Chloro-2-methoxybenzamido)ethyl]benzene Sulfonamide Carbamate

Base Information

• Chemical Name: Ethyl 4-[2-(5-Chloro-2-methoxybenzamido)ethyl]benzene Sulfonamide Carbamate
• CAS No.: 14511-59-2
• Molecular Formula: C19H21 Cl N2 O6 S
• Molecular Weight: 440.905
• Hs Code.: 2935009090
• Mol file: 14511-59-2.mol

Synonyms:Carbamicacid, [[p-[2-(5-chloro-o-anisamido)ethyl]phenyl]sulfonyl]-, ethyl ester (8CI)

Chemical Property of Ethyl 4-[2-(5-Chloro-2-methoxybenzamido)ethyl]benzene Sulfonamide Carbamate

Chemical Property:

• Melting Point: 154-155°C
• Refractive Index: 1.571
• PKA: 4.73±0.10(Predicted)
• PSA: 156.20000
• Density: 1.335±0.06 g/cm3(Predicted)
• LogP: 4.80530

Purity/Quality:

99%+, ^*data from raw suppliers

Ethyl4-[2-(5-Chloro-2-methoxybenzamido)ethyl]benzeneSulfonamideCarbamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: An impurity arising in the synthesis of Glyburide (G598350).

Technology Process of Ethyl 4-[2-(5-Chloro-2-methoxybenzamido)ethyl]benzene Sulfonamide Carbamate

There total 2 articles about Ethyl 4-[2-(5-Chloro-2-methoxybenzamido)ethyl]benzene Sulfonamide 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: 70.0%

5-chloro-2-methoxy-N-(4-sulfamoylphenethyl)benzamide (16673-34-0) + chloroformic acid ethyl ester (541-41-3) → Ethyl 4-<2-(5-chloro-2-methoxybenzamido)ethyl>benzenesulfonamidecarbamate (14511-59-2)

Guidance literature:

With potassium carbonate; In acetone; for 26h; Heating;

DOI:10.1016/S0968-0896(02)00606-5

Reference yield:

→ Ethyl 4-<2-(5-chloro-2-methoxybenzamido)ethyl>benzenesulfonamidecarbamate (14511-59-2)

Guidance literature:

RSO2NHNa, (EtOCO)2O;

Reference yield: 67.0%

trans-4-hydroxycyclohexylamine (27489-62-9) + Ethyl 4-<2-(5-chloro-2-methoxybenzamido)ethyl>benzenesulfonamidecarbamate (14511-59-2) → 4-trans-hydroxycyclohexyl Glyburide (23155-00-2)

Guidance literature:

In toluene; for 3h; Heating;

upstream raw materials:

5-chloro-2-methoxy-N-(4-sulfamoylphenethyl)benzamide

chloroformic acid ethyl ester

Downstream raw materials:

4-trans-hydroxycyclohexyl Glyburide

1-{[4-[2-(5-chloro-2-methoxybenzamido)ethyl]phenyl]sulfonyl}-3-(trans-3-hydroxycyclohexyl)urea

1-{[4-[2-(5-chloro-2-methoxybenzamido)ethyl]phenyl]sulfonyl}-3-(cis-3-hydroxycyclohexyl)urea

1-{[4-[2-(5-chloro-2-methoxybenzamido)ethyl]phenyl]sulfonyl}-3-(trans-2-hydroxycyclohexyl)urea

Refernces

• 1、 Hill, Ronald A.,Rudra, Sonali,Peng, Bo,Roane, David S.,Bounds, Jeffrey K.,Zhang, Yang,Adloo, Ahmad,Lu, Tiansheng. "Hydroxyl-Substituted sulfonylureas as potent inhibitors of specific [3H]Glyburide binding to rat brain synaptosomes". . p. 2099 - 2113. Retrieved 2007/10/03.