4-Amino-6-(trifluoromethyl)benzene-1,3-disulfonamide

Base Information

• Chemical Name: 4-Amino-6-(trifluoromethyl)benzene-1,3-disulfonamide
• CAS No.: 654-62-6
• Molecular Formula: C7H8 F3 N3 O4 S2
• Molecular Weight: 319.285
• Hs Code.: 2935009090
• European Community (EC) Number: 211-506-8
• NSC Number: 44625
• UNII: YBN90877RI
• DSSTox Substance ID: DTXSID20215710
• Nikkaji Number: J30.827G
• Wikidata: Q27294433
• Pharos Ligand ID: KSAB82UB55DR
• ChEMBL ID: CHEMBL418
• Mol file: 654-62-6.mol

Synonyms:2,4-disulfamyl-5-trifluoromethylaniline

Chemical Property of 4-Amino-6-(trifluoromethyl)benzene-1,3-disulfonamide

Chemical Property:

• Vapor Pressure: 1.09E-12mmHg at 25°C
• Melting Point: 241-246 ºC
• Boiling Point: 562.8°C at 760 mmHg
• PKA: 9.14±0.60(Predicted)
• Flash Point: 294.2°C
• PSA: 163.10000
• Density: 1.743g/cm³
• LogP: 3.72580
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 2
• Exact Mass: 318.99083258
• Heavy Atom Count: 19
• Complexity: 533

Purity/Quality:

99.9% ^*data from raw suppliers

2,4-Disulfamyl-5-trifluoromethylaniline ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=CC(=C1N)S(=O)(=O)N)S(=O)(=O)N)C(F)(F)F
• Uses: 2,4-Disulfamyl-5-trifluoromethylaniline is a carbonic anhydrase inhibitor, used as a potential anti-tumor and antiglaucoma drug. Metabolite of hydroflumethazide, a diuretic.

Technology Process of 4-Amino-6-(trifluoromethyl)benzene-1,3-disulfonamide

There total 4 articles about 4-Amino-6-(trifluoromethyl)benzene-1,3-disulfonamide 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: 68.0%

bendroflumethiazide (73-48-3,96782-95-5,96782-96-6) → 4-amino-6-(trifluoromethyl)-1,3-benzenedisulfonamide (654-62-6)

Guidance literature:

With sodium hydroxide; In water; reflux, 2 h; room temperature, 20 h;

DOI:10.1002/jps.2600700324

Reference yield:

5-Amino-α.α.α-trifluor-toluol-2.4-disulfonsaeuredichlorid (1479-95-4) → 4-amino-6-(trifluoromethyl)-1,3-benzenedisulfonamide (654-62-6)

Guidance literature:

With ammonia;

DOI:10.1021/ja01490a028

Reference yield:

2-amino-4-trifluoromethyl-benzenesulfonic acid (1513-44-6) → 4-amino-6-(trifluoromethyl)-1,3-benzenedisulfonamide (654-62-6)

Guidance literature:

Multistep reaction; (i) ClSO₃H, (heating), (ii) SOCl₂, (iii) aq. NH₃;

DOI:10.1021/jo01076a027

upstream raw materials:

5-Amino-α.α.α-trifluor-toluol-2.4-disulfonsaeuredichlorid

bendroflumethiazide

2-amino-4-trifluoromethyl-benzenesulfonic acid

Downstream raw materials:

(R)-bendroflumethiazide

Thiram

Refernces