3-Nitroso-2-phenylimidazo[1,2-a]pyridine

Base Information

• Chemical Name: 3-Nitroso-2-phenylimidazo[1,2-a]pyridine
• CAS No.: 3672-37-5
• Molecular Formula: C13H9 N3 O
• Molecular Weight: 223.234
• Hs Code.: 2933990090
• NSC Number: 369059
• UNII: 3CGX4QK107
• DSSTox Substance ID: DTXSID70190184
• Nikkaji Number: J1.600.687D
• Wikidata: Q27147604
• Mol file: 3672-37-5.mol

Synonyms:3672-37-5;3-nitroso-2-phenylimidazo[1,2-a]pyridine;3-nitroso-2-phenyl-imidazo[1,2-a]pyridine;Imidazo(1,2-a)pyridine, 3-nitroso-2-phenyl-;NSC369059;NSC 369059;3CGX4QK107;MFCD00441388;NSC-369059;3-Nitroso-2-phenylimidazo(1,2-a)pyridine;Imidazo[1,2-a]pyridine, 3-nitroso-2-phenyl-;UNII-3CGX4QK107;SCHEMBL3791465;NIOSH/NJ5787000;CHEBI:78038;HYFJUZQWWMWFQT-UHFFFAOYSA-;DTXSID70190184;STL417059;AKOS000416615;LS-80311;2-Phenyl-3-nitrosoimidazo[1,2-a]pyridine;3-nitroso-2-phenyl imidazo[1,2-a]pyridine;NJ57870000;Q27147604

Chemical Property of 3-Nitroso-2-phenylimidazo[1,2-a]pyridine

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 46.73000
• Density: 1.28g/cm³
• LogP: 3.39920
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 223.074561919
• Heavy Atom Count: 17
• Complexity: 278

Purity/Quality:

NLT 98% ^*data from raw suppliers

3-NITROSO-2-PHENYLIMIDAZO[1,2-A]PYRIDINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=C(N3C=CC=CC3=N2)N=O

Technology Process of 3-Nitroso-2-phenylimidazo[1,2-a]pyridine

There total 11 articles about 3-Nitroso-2-phenylimidazo[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: 98.0%

2-phenylimidazo[1,2-a]pyridine (4105-21-9) → 3-nitroso-2-phenylimidazo<1,2-a>pyridine (3672-37-5)

Guidance literature:

With tert.-butylnitrite; In acetonitrile; at 70 ℃; for 0.25h; Reagent/catalyst; Temperature; Solvent; regioselective reaction;

DOI:10.1039/c5ob01345c

Reference yield: 80.0%

2-aminopyridine (504-29-0) + acetophenone (98-86-2) → 3-nitroso-2-phenylimidazo<1,2-a>pyridine (3672-37-5)

Guidance literature:

With iodine; sodium nitrite; In ethanol; at 80 ℃; for 12h; Reagent/catalyst; Solvent; Temperature; regioselective reaction;

DOI:10.1002/ejoc.201600553

Reference yield: 80.0%

2-aminopyridine (504-29-0) + N-hydroxy-2-oxo-2-phenylethanimidoyl chloride (4937-87-5) → 3-nitroso-2-phenylimidazo<1,2-a>pyridine (3672-37-5)

Guidance literature:

With triethylamine; In ethanol; 1) Reflux , 30 min, 2) room temperature, 2 h.;

upstream raw materials:

2-phenylimidazo[1,2-a]pyridine

2-aminopyridine

N-hydroxy-2-oxo-2-phenylethanimidoyl chloride

α-bromoacetophenone

Downstream raw materials:

2-Phenyl-3-bromoimidazo<1,2-a>pyridine

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

N-(2-pyridyl)benzimidoyl cyanide

(Z)-N-(pyridin-2-yl)benzimidoyl cyanide

Refernces

• 1、 Ghosh, Prasanjit,Ganguly, Bhaskar,Kar, Barnali,Dwivedi, Seema,Das, Sajal. "Green procedure for highly efficient, rapid synthesis of imidazo[1,2-a]pyridine and its late stage functionalization". supporting information. p. 1076 - 1084. Retrieved 2018/04/02.
• 2、 Yang, Daoshan,Yan, Kelu,Wei, Wei,Liu, Yao,Zhang, Mengqi,Zhao, Caixia,Tian, Laijin,Wang, Hua. "Catalyst-Free Regioselective C-3 Nitrosation of Imidazopyridines with tert -Butyl Nitrite under Neutral Conditions". . p. 122 - 130. Retrieved 2015/12/26.