Imidazo(2,1-b)-1,3,4-thiadiazole-2-sulfonamide, 6-(4-nitrophenyl)-

Base Information

• Chemical Name: Imidazo(2,1-b)-1,3,4-thiadiazole-2-sulfonamide, 6-(4-nitrophenyl)-
• CAS No.: 63735-85-3
• Molecular Formula: C10H7 N5 O4 S2
• Molecular Weight: 325.329
• DSSTox Substance ID: DTXSID40213177
• Nikkaji Number: J788.713B
• Wikidata: Q83088459

Synonyms:6-(4-Nitrophenyl)imidazo(2,1-b)-1,3,4-thiadiazole-2-sulfonamide;Imidazo(2,1-b)-1,3,4-thiadiazole-2-sulfonamide, 6-(4-nitrophenyl)-;63735-85-3;6-(4-nitrophenyl)imidazo[2,1-b]-1,3,4-thiadiazole-2-sulfonamide;SCHEMBL2974633;C10H7N5O4S2;DTXSID40213177;C10-H7-N5-O4-S2;LS-80594

Chemical Property of Imidazo(2,1-b)-1,3,4-thiadiazole-2-sulfonamide, 6-(4-nitrophenyl)-

Chemical Property:

• Density: 1.96g/cm³
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 2
• Exact Mass: 324.99394607
• Heavy Atom Count: 21
• Complexity: 511

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=CN3C(=N2)SC(=N3)S(=O)(=O)N)[N+](=O)[O-]

Technology Process of Imidazo(2,1-b)-1,3,4-thiadiazole-2-sulfonamide, 6-(4-nitrophenyl)-

There total 1 articles about Imidazo(2,1-b)-1,3,4-thiadiazole-2-sulfonamide, 6-(4-nitrophenyl)- 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: 61.0%

5-amino-1, 3, 4-thiadiazole-2-sulfonamide (14949-00-9) + 4-Nitrophenacyl bromide (99-81-0) → 6-(4-nitrophenyl)imidazo[2,1-b][1,3,4]thiadiazole-2-sulfonamide (63735-85-3)

Guidance literature:

In ethanol; for 36h; Reflux;

DOI:10.1016/j.bmcl.2020.127255

Reference yield: 75.0%

6-(4-nitrophenyl)imidazo[2,1-b][1,3,4]thiadiazole-2-sulfonamide (63735-85-3) + potassium thioacyanate (333-20-0) → 6-(4-nitro-phenyl)-5-thiocyanato-imidazo[2,1-b][1,3,4]thiadiazole-2-sulfonic acid amide

Guidance literature:

With bromine; In acetic acid; at 15 - 20 ℃; for 1h;

DOI:10.1016/S0223-5234(00)00166-5

Reference yield: 74.0%

6-(4-nitrophenyl)imidazo[2,1-b][1,3,4]thiadiazole-2-sulfonamide (63735-85-3) → 5-Bromo-6-(4-nitro-phenyl)-imidazo[2,1-b][1,3,4]thiadiazole-2-sulfonic acid amide

Guidance literature:

With bromine; sodium acetate; In acetic acid; for 1h; Ambient temperature;

upstream raw materials:

5-amino-1, 3, 4-thiadiazole-2-sulfonamide

4-Nitrophenacyl bromide

Downstream raw materials:

6-(4-aminophenyl)imidazo[2,1-b][1,3,4]thiadiazole-2-sulfonamide

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