1lambda(5)-(1,2,5)Oxadiazolo(4,3-b)pyridin-1-ol

Base Information

• Chemical Name: 1lambda(5)-(1,2,5)Oxadiazolo(4,3-b)pyridin-1-ol
• CAS No.: 27808-52-2
• Molecular Formula: C5H3 N3 O2
• Molecular Weight: 137.098
• Hs Code.: 2934999090
• NSC Number: 158910
• DSSTox Substance ID: DTXSID10182129
• Nikkaji Number: J329.924D
• Wikidata: Q83052790
• Mol file: 27808-52-2.mol

Synonyms:27808-52-2;1lambda(5)-(1,2,5)Oxadiazolo(4,3-b)pyridin-1-ol;NSC158910;NSC 158910;[1,2,5]oxadiazolo[3,4-b]pyridine 1-oxide;4-azabenzofuroxan;1-oxido-[1,2,5]oxadiazolo[3,4-b]pyridin-1-ium;SCHEMBL3727170;DTXSID10182129;AKOS006326446;NSC-158910;1.Lambda.~5~-[1,2,5]Oxadiazolo[4,3-b]pyridin-1-ol

Chemical Property of 1lambda(5)-(1,2,5)Oxadiazolo(4,3-b)pyridin-1-ol

Chemical Property:

• Vapor Pressure: 0.0123mmHg at 25°C
• Boiling Point: 269.1°C at 760 mmHg
• Flash Point: 116.5°C
• PSA: 64.38000
• Density: 1.71g/cm³
• LogP: 0.65130
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 137.022526347
• Heavy Atom Count: 10
• Complexity: 132

Purity/Quality:

99%min ^*data from raw suppliers

[1,2,5]OXADIAZOLO[3,4-B]PYRIDIN-1-IUM-1-OLATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=[N+](ON=C2N=C1)[O-]

Technology Process of 1lambda(5)-(1,2,5)Oxadiazolo(4,3-b)pyridin-1-ol

There total 5 articles about 1lambda(5)-(1,2,5)Oxadiazolo(4,3-b)pyridin-1-ol 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: 97.0%

4-nitrotetrazolo<1,5-a>pyridine (73721-27-4) → 1,2,5-Oxadiazolo<3,4-b>pyridin-1-oxid (27808-52-2)

Guidance literature:

In 1,4-dioxane; for 15h; Heating;

DOI:10.1007/BF00903236

Reference yield: 82.0%

2-amino-3-nitropyridine (4214-75-9) → 1,2,5-Oxadiazolo<3,4-b>pyridin-1-oxid (27808-52-2)

Guidance literature:

With [bis(acetoxy)iodo]benzene; In benzene; at 60 ℃; for 2h;

DOI:10.1007/BF00903236

Reference yield:

2-Chloro-3-nitropyridine (5470-18-8,34515-82-7) → 1,2,5-Oxadiazolo<3,4-b>pyridin-1-oxid (27808-52-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 0.27 g / NaN₃, 10percent HCl / aq. ethanol / 48 h / Heating

2: 0.27 g / toluene / 4 h / Heating

With hydrogenchloride; sodium azide; In ethanol; toluene;

DOI:10.1021/jo00299a014

upstream raw materials:

4-nitrotetrazolo<1,5-a>pyridine

2-amino-3-nitropyridine

pyrido<2,3-c>furoxane

2-Chloro-3-nitropyridine

Downstream raw materials:

3-Methyl-pyrido<2,3-b>pyrazin-1,4-dioxid

2-Methyl-pyrido<2,3-b>pyrazin-1,4-dioxid

2-Phenylpyrido<2,3-b>pyrazin-1,4-dioxid

2,3-Dimethyl-pyrido<2,3-b>pyrazin-1,4-dioxid

Refernces

• 1、 Leyva, Elisa,Loera, Denisse de,Jiménez-Cata?o, Rogelio. "Spontaneous conversion of 2-azido-3-nitropyridines to pyridofuroxans". . p. 3978 - 3979. Retrieved 2010.
• 2、 Lowe-Ma, Charlotte K.,Nissan, Robin A.,Wilson, William S.. "Tetrazolopyridines and Furazanopyridine 1-Oxides". . p. 3755 - 3761. Retrieved 2007/10/02.