Butyl 3-aminosulphonyl-5-butylamino-4-phenoxybenzoate

Base Information

• Chemical Name: Butyl 3-aminosulphonyl-5-butylamino-4-phenoxybenzoate
• CAS No.: 32643-00-8
• Molecular Formula: C21H28 N2 O5 S
• Molecular Weight: 420.53
• Hs Code.: 2935909550
• European Community (EC) Number: 251-135-9
• UNII: NBS61YGN42
• DSSTox Substance ID: DTXSID30186326
• Nikkaji Number: J319.411F
• Wikidata: Q83057581
• Mol file: 32643-00-8.mol

Synonyms:32643-00-8;butyl 3-(butylamino)-4-phenoxy-5-sulfamoylbenzoate;Butyl 3-aminosulphonyl-5-butylamino-4-phenoxybenzoate;Bumetanide Butyl Ester;Bumetanide-d5ButylEster;EINECS 251-135-9;NBS61YGN42;PF-1760;3-(Aminosulfonyl)-5-(butylamino)-4-phenoxybenzoic Acid Butyl Ester;C21H28N2O5S;Butyl 3-(Butylamino)-4-phenoxy-5-sulphamoylbenzoate;Bumetanide EP Impurity C;UNII-NBS61YGN42;SCHEMBL2876098;DTXSID30186326;AKOS030242294;FT-0663900;n-butyl-3-n-butylamino-4-phenoxy-5-sulfamylbenzoate;3-butylamino-4-phenoxy-5-sulfamoyl-benzoic acid butyl ester;BUTYL 3-(BUTYLAMINO)-4-PHENOXY-5-SULFAMOYLBENZOATE [USP-RS];BENZOIC ACID, 3-(AMINOSULFONYL)-5-(BUTYLAMINO)-4-PHENOXY-, BUTYL ESTER

Chemical Property of Butyl 3-aminosulphonyl-5-butylamino-4-phenoxybenzoate

Chemical Property:

• Vapor Pressure: 9.86E-14mmHg at 25°C
• Boiling Point: 586.4°Cat760mmHg
• Flash Point: 308.4°C
• PSA: 116.10000
• Density: 1.217g/cm³
• LogP: 6.14930
• Storage Temp.: Refrigerator
• Solubility.: Chloroform, DMSO (Slightly), Methanol (Slightly)
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 12
• Exact Mass: 420.17189317
• Heavy Atom Count: 29
• Complexity: 586

Purity/Quality:

99% ^*data from raw suppliers

BUMETANIDE BUTYL ESTER ANALOGUE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCNC1=C(C(=CC(=C1)C(=O)OCCCC)S(=O)(=O)N)OC2=CC=CC=C2
• Uses: Bumetanide Butyl Ester is an intermediate in the preparation of Bumetanide

Technology Process of Butyl 3-aminosulphonyl-5-butylamino-4-phenoxybenzoate

There total 2 articles about Butyl 3-aminosulphonyl-5-butylamino-4-phenoxybenzoate 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: 74.0%

3-amino-4-phenoxy-5-sulfamoyl-benzoic acid butyl ester (61658-51-3) + butyraldehyde (123-72-8) → butyl 3-aminosulfonyl-5-butylamino-4-phenoxybenzoate (32643-00-8)

Guidance literature:

With sodium tris(acetoxy)borohydride; In dichloromethane; at 20 ℃; for 16h;

Reference yield:

→ butyl 3-aminosulfonyl-5-butylamino-4-phenoxybenzoate (32643-00-8)

Guidance literature:

3-Amino-4-phenoxy-5-sulfamoyl-benzoesaeure (47), Butan-1-ol, konz. Schwefelsaeure, Δ, (vgl. Zitat 1) (s.a. Methode 4E);

DOI:10.1021/jm00287a014

Reference yield: 87.0%

butyl 3-aminosulfonyl-5-butylamino-4-phenoxybenzoate (32643-00-8) → Bumetanide (28395-03-1)

Guidance literature:

butyl 3-aminosulfonyl-5-butylamino-4-phenoxybenzoate; With sodium hydroxide; water; for 0.75h; Heating / reflux;

With hydrogenchloride; In water; pH=2.5 - 3;

upstream raw materials:

3-amino-4-phenoxy-5-sulfamoyl-benzoic acid butyl ester

butyraldehyde

Downstream raw materials:

Bumetanide

Refernces