5-NITROSPIRO[BENZIMIDAZOLE-2,1'-CYCLOPENTANE] 1,3-DIOXIDE

Base Information

• Chemical Name: 5-NITROSPIRO[BENZIMIDAZOLE-2,1'-CYCLOPENTANE] 1,3-DIOXIDE
• CAS No.: 306935-59-1
• Molecular Formula: C₁₁H₁₁N₃O₄
• Molecular Weight: 249.226
• Mol file: 306935-59-1.mol

Synonyms:5-NITROSPIRO[BENZIMIDAZOLE-2,1’-CYCLOPENTANE] 1,3-DIOXIDE;5-NITRO-2-SPIROCYCLOPENTANE-2H-BENZIMIDAZOLE-1 3-DIOXIDE;5-nitro-2-spirocyclopentane-2H-benzimidazol-1,3-dioxide

Chemical Property of 5-NITROSPIRO[BENZIMIDAZOLE-2,1'-CYCLOPENTANE] 1,3-DIOXIDE

Chemical Property:

• Melting Point: 148-150
• Boiling Point: °Cat760mmHg
• PKA: -6.03±0.20(Predicted)
• Flash Point: °C
• PSA: 103.32000
• Density: g/cm³
• LogP: 0.57930

Purity/Quality:

98%min ^*data from raw suppliers

5-NITRO-2-SPIROCYCLOPENTANE-2H-BENZIMIDAZOLE-1,3-DIOXIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Safety Statements: S24/25:Avoid contact with skin and eyes.

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-NITROSPIRO[BENZIMIDAZOLE-2,1'-CYCLOPENTANE] 1,3-DIOXIDE

There total 3 articles about 5-NITROSPIRO[BENZIMIDAZOLE-2,1'-CYCLOPENTANE] 1,3-DIOXIDE 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%

spiro(2H-benzimidazole-2-cyclopentane) 1,3-dioxide (38629-55-9) → 5-nitro-2-spirocyclopentane-2H-benzimidazole-1,3-dioxide (306935-59-1)

Guidance literature:

With nitric acid; acetic acid; at 10 - 20 ℃; for 6h;

DOI:10.1016/j.tet.2017.05.078

Reference yield: 63.0%

Cyclopentanol (96-41-3) + 5-nitrobenzofuroxane (3702-88-3) → 5-nitro-2-spirocyclopentane-2H-benzimidazole-1,3-dioxide (306935-59-1)

Guidance literature:

With sulfuric acid; at 20 ℃; for 2h;

DOI:10.1016/j.bmcl.2016.07.080

Reference yield:

o-benzoquinone-1,2-dioxime (14208-17-4) + cyclopentanone (120-92-3) → 5-nitro-2-spirocyclopentane-2H-benzimidazole-1,3-dioxide (306935-59-1)

Guidance literature:

Multi-step reaction with 2 steps

1: perchloric acid / methanol / 24 h / 20 °C

2: nitric acid; acetic acid / 6 h / 10 - 20 °C

With perchloric acid; nitric acid; acetic acid; In methanol;

DOI:10.1016/j.tet.2017.05.078

upstream raw materials:

Cyclopentanol

5-nitrobenzofuroxane

o-benzoquinone-1,2-dioxime

cyclopentanone

Refernces

• 1、 Do, Ha T.,Zhang, Nenggang,Pati, Debananda,Gilbertson, Scott R.. "Synthesis and activity of benzimidazole-1,3-dioxide inhibitors of separase". supporting information. p. 4446 - 4450. Retrieved 2016/08/25.