3-Amino-4-phenoxy-5-sulfamoylbenzoic acid

Base Information

• Chemical Name: 3-Amino-4-phenoxy-5-sulfamoylbenzoic acid
• CAS No.: 28328-54-3
• Molecular Formula: C13H12 N2 O5 S
• Molecular Weight: 308.315
• Hs Code.: 2935009090
• European Community (EC) Number: 248-971-1
• UNII: 9D69CZ7VGU
• DSSTox Substance ID: DTXSID10182568
• Nikkaji Number: J250.698J
• Wikidata: Q83053281
• Mol file: 28328-54-3.mol

Synonyms:3-amino-4-phenoxy-5-sulfamoylbenzoic acid;28328-54-3;Desbutyl Bumetanide;Desbutylbumetanide;3-Amino-5-(aminosulphonyl)-4-phenoxybenzoic acid;9D69CZ7VGU;5-Amino-3-aminosulfony-4-phenoxybenzoic acid;EINECS 248-971-1;Bumetanide impurity B;3-AMINO-5-(AMINOSULFONYL)-4-PHENOXYBENZOIC ACID;UNII-9D69CZ7VGU;3-Amino-5-(aminosulfonyl)-4-phenoxy-benzoic Acid;SCHEMBL574020;DTXSID10182568;AKOS015967385;3-Amino-4-phenoxy-5-sulfamoylbenoic acid;3-amino-4-phenoxy-5-sulfamoylbenzoicacid;3-amino-4-phenoxy-5-sulfamylbenzoic acid;3-amino-4-phenoxy-5-sulphamyl benzoic acid;3-amino-4-phenoxy-5-sulphamyl-benzoic acid;3-sulphamoyl-4-phenoxy-5-aminobenzoic acid;3-Amino-4-phenoxy-5-sulfamoyl-benzoic acid;3-sulphamoyl-4-phenoxy-5-amino-benzoic acid;5-Amino-3-aminosulfony-4-phenoxybenzoicacid;BUMETANIDE IMPURITY B [ EP IMPURITY];FT-0665932;FT-0665933;A876737;J-017046;Benzoic acid, 3-amino-5-(aminosulfonyl)-4-phenoxy-

Chemical Property of 3-Amino-4-phenoxy-5-sulfamoylbenzoic acid

Chemical Property:

• Vapor Pressure: 3.65E-13mmHg at 25°C
• Boiling Point: 555.3°Cat760mmHg
• PKA: 3.91±0.10(Predicted)
• Flash Point: 289.6°C
• PSA: 141.09000
• Density: 1.512g/cm³
• LogP: 3.76900
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: Acetone (Slightly), DMSO (Slightly), Ethyl Acetate (Slightly), Methanol (Slightl
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 308.04669266
• Heavy Atom Count: 21
• Complexity: 469

Purity/Quality:

DesbutylBumetanide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)OC2=C(C=C(C=C2S(=O)(=O)N)C(=O)O)N

Technology Process of 3-Amino-4-phenoxy-5-sulfamoylbenzoic acid

There total 12 articles about 3-Amino-4-phenoxy-5-sulfamoylbenzoic acid 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: 89.0%

3-benzylamino-4-phenoxy-5-sulphamyl-benzoic acid (28395-11-1) → 3-amino-5-(aminosulfonyl)-4-phenoxybenzoic acid (28328-54-3)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In acetonitrile; at 60 ℃; for 3h; Reagent/catalyst; Temperature;

Reference yield: 78.0%

3-(4-Methoxy-benzylamino)-4-phenoxy-5-sulfamoyl-benzoesaeure (32633-10-6) → 3-amino-5-(aminosulfonyl)-4-phenoxybenzoic acid (28328-54-3)

Guidance literature:

With ammonium cerium (IV) nitrate; In acetonitrile; at 0 - 5 ℃; for 10h; Reagent/catalyst; Temperature;

Reference yield: 75.0%

3-nitro-4-phenoxy-5-sulfamoylbenzoic acid (28328-53-2) → 3-amino-5-(aminosulfonyl)-4-phenoxybenzoic acid (28328-54-3)

Guidance literature:

3-nitro-4-phenoxy-5-sulfamoylbenzoic acid; With lithium hydroxide; hydrogen; palladium 10% on activated carbon; In water; at 20 ℃; for 16h; pH=8;

With hydrogenchloride; In water; pH=3;

upstream raw materials:

3-nitro-4-phenoxy-5-sulfamoylbenzoic acid

3-amino-4-phenoxy-5-sulphamyl-benzamide

phenol

4-chloro-3-nitro-5-sulfamoylbenzoic acid

Downstream raw materials:

3-ethylamino-4-phenoxy-5-sulphamyl-benzoic acid

3-n-butyrylamino-4-phenoxy-5-sulfamyl-benzoic acid

3-benzylamino-4-phenoxy-5-sulphamyl-benzoic acid

3-Sulphamoyl-4-phenoxy-5-[β-(1-pyrrolyl)-ethyl]-benzoic acid

Refernces

• 1、 -. "ARYLSULFONAMIDE DERIVATIVES, COMPOSITIONS, AND METHODS OF USE". Page/Page column 118. . Retrieved 2012/02/15.
• 2、 -. "Compounds for treating hypertension". . . Retrieved 2008/06/13.