28395-11-1

Basic information

• Product Name: benzmetanide
• Synonyms: benzmetanide
• CAS NO: 28395-11-1
• Molecular Formula: C₂₀H₁₈N₂O₅S
• Molecular Weight: 398.43232
• Mol File: 28395-11-1.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 619.9°Cat760mmHg
• Flash Point: 328.7°C
• Appearance: /
• Density: 1.414g/cm³
• Vapor Pressure: 3.15E-16mmHg at 25°C
• Refractive Index: 1.667
• CAS DataBase Reference: benzmetanide(CAS DataBase Reference)
• NIST Chemistry Reference: benzmetanide(28395-11-1)
• EPA Substance Registry System: benzmetanide(28395-11-1)

Safety Data

• Hazardous Substances Data: 28395-11-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C20H18N2O5S/c21-28(25,26)18-12-15(20(23)24)11-17(22-13-14-7-3-1-4-8-14)19(18)27-16-9-5-2-6-10-16/h1-12,22H,13H2,(H,23,24)(H2,21,25,26)

Upstream product

• 108-95-2 phenol 
• 100-39-0 benzyl bromide 
• 100-44-7 benzyl chloride 
• 2840-28-0 3-amino-4-chloro-benzoic acid 
• 28468-94-2 5-acetylsulphamyl-3-benzylamino-4-phenoxy-benzoic acid 
• 28328-54-3 3-amino-5-(aminosulfonyl)-4-phenoxybenzoic acid 
• 28772-65-8 3-amino-4-phenylthio-5-sulphamyl-benzoic acid 

Downstream Products

• 28328-54-3 3-amino-5-(aminosulfonyl)-4-phenoxybenzoic acid 

Relevant articles and documents

Synthesis method of intermediate of bumetanib

The invention discloses a synthesis method of an intermediate of bumetanib. The comprises the following steps: protecting amino in 3-amino-4-chlorobenzoic acid as shown in a formula 1 by using a compound containing a benzyl protecting group to obtain a compound as shown in a formula 2; reacting the compound as shown in the formula 2 with thionyl chloride, and treating with ammonia water to obtain a compound as shown in a formula 3; reacting the compound as shown in the formula 3 with phenol to obtain a compound as shown in a formula 4; and reacting the compound as shown in the formula 4 with an oxidizing agent to obtain a bumetanib intermediate as shown in a formula 5, namely 3-amino-4-phenoxy-5-sulfamoyl benzoic acid. Compared with the prior art, the method provided by the invention has the advantages that the use of highly toxic chlorosulfonic acid is avoided, the nitration reaction is avoided, the production organization is facilitated, and the production safety is improved.

Process for the manufacture of substituted amino-benzoic acid derivatives

3-Alkylamino-5-sulfamyl benzoic acid derivatives are prepared by reducing 3-acylamino-5-sulfamyl-benzoic acid derivatives by means of boron hydrides or complex boron hydrides in the presence of Lewis acids.