2-Chloro-3-nitroimidazo[1,2-a]pyridine

Base Information

• Chemical Name: 2-Chloro-3-nitroimidazo[1,2-a]pyridine
• CAS No.: 4926-52-7
• Molecular Formula: C7H4ClN3O2
• Molecular Weight: 197.581
• Hs Code.: 2933990090
• NSC Number: 90399
• DSSTox Substance ID: DTXSID10293527
• Nikkaji Number: J3.238.336J
• Wikidata: Q82032317
• Mol file: 4926-52-7.mol

Synonyms:2-chloro-3-nitroimidazo[1,2-a]pyridine;4926-52-7;NSC90399;Imidazo[1,2-a]pyridine, 2-chloro-3-nitro-;SCHEMBL3685087;Imidazo[1, 2-chloro-3-nitro-;DTXSID10293527;MPYABESQQVTTRX-UHFFFAOYSA-N;MFCD07343825;NSC-90399;AKOS009028870;AS-65141;CS-0213004;EN300-14502;W18933;F2124-0759

Chemical Property of 2-Chloro-3-nitroimidazo[1,2-a]pyridine

Chemical Property:

• PSA: 63.12000
• Density: 1.66g/cm³
• LogP: 2.41910
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 196.9992041
• Heavy Atom Count: 13
• Complexity: 220

Purity/Quality:

2-chloro-3-nitroimidazo[1,2-a]pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=NC(=C(N2C=C1)[N+](=O)[O-])Cl

Technology Process of 2-Chloro-3-nitroimidazo[1,2-a]pyridine

There total 4 articles about 2-Chloro-3-nitroimidazo[1,2-a]pyridine 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: 91.0%

2-chloroimidazo[1,2-a]pyridine (3999-05-1) → 2-chloro-3-nitroimidazo[1,2-a]pyridine (4926-52-7)

Guidance literature:

With sulfuric acid; nitric acid; at 20 ℃; for 3h;

DOI:10.1080/00397911.2022.2032175

Reference yield:

2-(2-imino-1,2-dihydropyridin-1-yl)acetic acid (126202-06-0,479348-68-0) → 2-chloro-3-nitroimidazo[1,2-a]pyridine (4926-52-7)

Guidance literature:

Multi-step reaction with 2 steps

1: trichlorophosphate / toluene / 16 h / Reflux

2: sulfuric acid; nitric acid / 3.5 h / -5 - 20 °C

With sulfuric acid; nitric acid; trichlorophosphate; In toluene;

DOI:10.1016/j.tetlet.2013.07.113

Reference yield:

2-aminopyridine (504-29-0) → 2-chloro-3-nitroimidazo[1,2-a]pyridine (4926-52-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: triethylamine / water / 0.17 h / 20 °C

1.2: 5 h / 90 °C

2.1: trichlorophosphate / toluene / 16 h / Reflux

3.1: sulfuric acid; nitric acid / 3.5 h / -5 - 20 °C

With sulfuric acid; nitric acid; triethylamine; trichlorophosphate; In water; toluene;

DOI:10.1016/j.tetlet.2013.07.113

upstream raw materials:

2-(2-imino-1,2-dihydropyridin-1-yl)acetic acid

2-chloroimidazo[1,2-a]pyridine

2-aminopyridine

Downstream raw materials:

2-phenylimidazo[1,2-a]pyridin-3-amine

1-Phenyl-3-(2-phenyl-imidazo[1,2-a]pyridin-3-yl)-urea

N,2-diphenylimidazo[1,2-a]pyridin-3-amine

C₁₉H₁₄N₄O₂