4-(Aminosulfonyl)-7-fluoro-2,1,3-benzoxadiazole

Base Information

• Chemical Name: 4-(Aminosulfonyl)-7-fluoro-2,1,3-benzoxadiazole
• CAS No.: 91366-65-3
• Molecular Formula: C6H4FN3O3S
• Molecular Weight: 217.18
• Hs Code.: 29350090
• European Community (EC) Number: 671-280-5
• UNII: 8XK1FQ8G1K
• DSSTox Substance ID: DTXSID60238529
• Nikkaji Number: J227.632A
• Wikidata: Q83120834
• Mol file: 91366-65-3.mol

Synonyms:4-(aminosulfonyl)-7-fluoro-2,1,3-benzoxadiazole;4-fluoro-7-sulfamoylbenzofurazan;ABD-F

Chemical Property of 4-(Aminosulfonyl)-7-fluoro-2,1,3-benzoxadiazole

Chemical Property:

• Appearance/Colour: Light yellow solid
• Vapor Pressure: 6.83E-07mmHg at 25°C
• Melting Point: 143-145 °C
• Refractive Index: 1.632
• Boiling Point: 408.8 °C at 760mmHg
• Flash Point: 201 °C
• PSA: 107.46000
• Density: 1.724 g/cm³
• LogP: 1.79040
• Storage Temp.: −20°C
• Solubility.: DMSO: soluble
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 1
• Exact Mass: 216.99574033
• Heavy Atom Count: 14
• Complexity: 317

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-(Aminosulfonyl)-7-fluoro-2,1,3-benzoxadiazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=C(C2=NON=C2C(=C1)S(=O)(=O)N)F
• Uses: Highly reactive fluorogenic reagent for the labeling of thiols for HPLC. ABD-F is nonfluorescent until reacted with thiols and therefore can be used to quantitate thiols in solution, as well as thiols separated by HPLC or TLC. A water soluble pH dependent bifunctional fluorogenic reagent for the sensitive and specific detection of protein thiols. ABD-F is highly reactive and specific for protein thiols, and its selectivity is superior to that of other sulfhydryl-reactive fluorophores such as fluorescein maleimide, 5-iodoacetamidofluorescein, 5-I-AEDANS, dansylaziridine, and bimane. Fluorescence: max Abs. l = 385nm, max Em. l = 520nm; Molar Abs. > 4.5x103 (ca. 315nm) Reagent for fluorimetric assay of thiols.

Technology Process of 4-(Aminosulfonyl)-7-fluoro-2,1,3-benzoxadiazole

There total 2 articles about 4-(Aminosulfonyl)-7-fluoro-2,1,3-benzoxadiazole 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: 20.0%

7-fluoro-2,1,3-benzoxadiazole-4-sulfonyl chloride (91366-64-2) → 4-Aminosulfonyl-7-fluoro-2,1,3-benzoxadiazole (91366-65-3)

Guidance literature:

With ammonium hydroxide;

DOI:10.1021/ac00277a044

Reference yield:

4-fluoro-2,1,3-benzoxadiazole (29270-55-1) → 4-Aminosulfonyl-7-fluoro-2,1,3-benzoxadiazole (91366-65-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / HSO₃Cl / CHCl₃ / 1) 1 h, room temperature, 2) reflux, 2 h

2: 20 percent / 6percent aq. NH₄OH

With chlorosulfonic acid; ammonium hydroxide; In chloroform;

DOI:10.1021/ac00277a044

Reference yield:

captopril (63250-36-2) + 4-Aminosulfonyl-7-fluoro-2,1,3-benzoxadiazole (91366-65-3) → ABD-captopril (91366-73-3)

Guidance literature:

at 50 ℃; for 0.0833333h; 0.1 M borate buffer with EDTA (pH 8.0);

DOI:10.1021/ac00277a044

upstream raw materials:

7-fluoro-2,1,3-benzoxadiazole-4-sulfonyl chloride

4-fluoro-2,1,3-benzoxadiazole

Downstream raw materials:

ABD-captopril

Refernces