2-Mercapto-5-nitrobenzimidazole

Base Information

• Chemical Name: 2-Mercapto-5-nitrobenzimidazole
• CAS No.: 6325-91-3
• Deprecated CAS: 110608-77-0,2360-38-5,2360-38-5
• Molecular Formula: C7H5 N3 O2 S
• Molecular Weight: 195.202
• Hs Code.: 2933990090
• European Community (EC) Number: 626-520-3
• NSC Number: 31137
• DSSTox Substance ID: DTXSID7064235
• Nikkaji Number: J317.079I
• ChEMBL ID: CHEMBL1726268
• Mol file: 6325-91-3.mol

Synonyms:5-nitro-2-mercaptobenzimidazole

Chemical Property of 2-Mercapto-5-nitrobenzimidazole

Chemical Property:

• Appearance/Colour: yellow-brown crystalline powder
• Melting Point: 274 ºC
• Refractive Index: 1.6740 (estimate)
• Boiling Point: 348.4 °C at 760 mmH
• PKA: 9.22±0.30(Predicted)
• Flash Point: 164.5 °C
• PSA: 109.49000
• Density: 1.62 g/cm3
• LogP: 2.65690
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: 1 M NaOH: soluble50mg/mL, opaque, dark red
• XLogP3: 1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 195.01024758
• Heavy Atom Count: 13
• Complexity: 253

Purity/Quality:

99% ^*data from raw suppliers

2-Mercapto-5-nitrobenzimidazole ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC2=C(C=C1[N+](=O)[O-])NC(=S)N2
• Uses: 2-Mercapto-5-nitrobenzimidazole is useful for treating giardiasis. Antigiardial drug.

Technology Process of 2-Mercapto-5-nitrobenzimidazole

There total 16 articles about 2-Mercapto-5-nitrobenzimidazole 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: 86.0%

potassium ethyl xanthogenate (140-89-6) + 4-Nitrophenylene-1,2-diamine (99-56-9) → 5-nitro-2-mercaptobenzimidazole (6325-91-3)

Guidance literature:

In ethanol; water; for 8h; Heating;

DOI:10.1248/cpb.37.1517

Reference yield: 86.0%

carbon disulfide (75-15-0,12122-00-8) + 4-Nitrophenylene-1,2-diamine (99-56-9) → 6-nitro-1H-benzimidazol-2-thiol (6325-91-3)

Guidance literature:

With sodium hydroxide; In ethanol; water; at 20 - 80 ℃; for 16h;

Reference yield: 85.0%

potassium isopropylxanthate (140-92-1) + 4-Nitrophenylene-1,2-diamine (99-56-9) → 5-nitro-2-mercaptobenzimidazole (6325-91-3)

Guidance literature:

In N,N-dimethyl-formamide; for 0.05h; Temperature; Time; Microwave irradiation;

upstream raw materials:

2,3-dihydrobenzimidazol-2-thione

4-Nitrophenylene-1,2-diamine

carbon disulfide

1,2-diamino-benzene

Downstream raw materials:

2-methyl-8-nitro-benzo[4,5]imidazo[2,1-b][1,3]thiazin-4-one

2-methylsulfanyl-1(3)H-benzimidazol-5-ylamine

5-amino-2-mercaptobenzimidazole

2-bromo-6-nitro-1H-benzimidazole

Refernces

• 1、 Ganji, Lata R.,Gandhi, Lekha,Musturi, Venkataramana,Kanyalkar, Meena A.. "Design, synthesis, and evaluation of different scaffold derivatives against NS2B-NS3 protease of dengue virus". . p. 285 - 301. Retrieved 2020/11/19.
• 2、 -. "HETEROCYCLIC COMPOUNDS AND THEIR USE IN THE TREATMENT OF AMYLOID-RELATED DISEASES". Paragraph 0187. . Retrieved 2020/08/28.