2-Chloro-5-(3-nitrophenyl)-1,3,4-thiadiazole

Base Information

• Chemical Name: 2-Chloro-5-(3-nitrophenyl)-1,3,4-thiadiazole
• CAS No.: 88541-06-4
• Molecular Formula: C8H4ClN3O2S
• Molecular Weight: 241.658
• DSSTox Substance ID: DTXSID00444783
• Wikidata: Q82263050
• Mol file: 88541-06-4.mol

Synonyms:2-chloro-5-(3-nitrophenyl)-1,3,4-thiadiazole;88541-06-4;1,3,4-Thiadiazole, 2-chloro-5-(3-nitrophenyl)-;SCHEMBL10749428;DTXSID00444783;AKOS012692919

Chemical Property of 2-Chloro-5-(3-nitrophenyl)-1,3,4-thiadiazole

Chemical Property:

• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 240.9712752
• Heavy Atom Count: 15
• Complexity: 251

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)[N+](=O)[O-])C2=NN=C(S2)Cl

Technology Process of 2-Chloro-5-(3-nitrophenyl)-1,3,4-thiadiazole

There total 4 articles about 2-Chloro-5-(3-nitrophenyl)-1,3,4-thiadiazole 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: 81.0%

5-(3-nitrophenyl)-1,3,4-thiadiazol-2-amine (833-47-6) → 2-Chloro-5-(3-nitrophenyl)-1,3,4-thiadiazole (88541-06-4)

Guidance literature:

With hydrogenchloride; copper; sodium nitrite; In water; at -5 - 65 ℃;

Reference yield:

sodium metabisulfite + 5-(3-nitrophenyl)-1,3,4-thiadiazol-2-amine (833-47-6) → 2-Chloro-5-(3-nitrophenyl)-1,3,4-thiadiazole (88541-06-4)

Guidance literature:

With sodium nitrite;

Reference yield:

3-nitrobenzoic acid (121-92-6) → 2-Chloro-5-(3-nitrophenyl)-1,3,4-thiadiazole (88541-06-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 66 percent / POCl₃ / 0.5 h / Heating

2: 81 percent / NaNO₂; HCl; Cu powder / H₂O / -5 - 65 °C

With hydrogenchloride; copper; sodium nitrite; trichlorophosphate; In water; 1: Cyclization / 2: Chlorination;

upstream raw materials:

5-(3-nitrophenyl)-1,3,4-thiadiazol-2-amine

3-nitrobenzoic acid

Downstream raw materials:

1-cyclopropyl-6-fluoro-7-[4-[5-(3-nitrophenyl)-1,3,4-thiadiazol-2-yl]-3-methylpiperazin-1-yl]-8-methoxy-4-oxo-quinoline-3-carboxylic acid

2-methylsulfanyl-5-(3-nitro-phenyl)-[1,3,4]thiadiazole

2-ethylsulfanyl-5-(3-nitro-phenyl)-[1,3,4]thiadiazole

5-(3-nitro-phenyl)-3H-[1,3,4]thiadiazole-2-thione