Furo[2,3-b]pyridine, 6-phenyl-

Base Information

• Chemical Name: Furo[2,3-b]pyridine, 6-phenyl-
• CAS No.: 105783-89-9
• Molecular Formula: C13H9NO
• Molecular Weight: 195.221
• DSSTox Substance ID: DTXSID20444689
• Nikkaji Number: J848.372H
• Wikidata: Q82262910
• Mol file: 105783-89-9.mol

Synonyms:Furo[2,3-b]pyridine, 6-phenyl-;6-Phenylfuro[2,3-b]pyridine;105783-89-9;6-Phenyl-furo[2,3-b]pyridine;DTXSID20444689

Chemical Property of Furo[2,3-b]pyridine, 6-phenyl-

Chemical Property:

• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 195.068413911
• Heavy Atom Count: 15
• Complexity: 213

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=NC3=C(C=C2)C=CO3

Technology Process of Furo[2,3-b]pyridine, 6-phenyl-

There total 6 articles about Furo[2,3-b]pyridine, 6-phenyl- 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: 63.0%

6-phenyl-2,3-dihydrofuro[2,3-b]pyridine (105783-86-6) → 6-phenylfuro<2,3-b>pyridine (105783-89-9)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In 1,4-dioxane; Heating;

DOI:10.1016/S0040-4039(00)85497-0

Reference yield: 51.0%

phenylmagnesium bromide (100-58-3) + furo[2,3-b]pyridine 7-oxide (181526-16-9) → 6-phenylfuro<2,3-b>pyridine (105783-89-9)

Guidance literature:

In tetrahydrofuran; for 2h; Ambient temperature;

DOI:10.1002/jhet.5570340329

Reference yield:

3-(methylsulfonyl)-5-phenyl-1,2,4-triazine (83413-00-7) → 6-phenylfuro<2,3-b>pyridine (105783-89-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) NaH / 1) THF, 0 deg C, 2) THF, RT, 1 h

2: 95 percent / chlorobenzene / 16.5 h / Heating

3: 63 percent Turnov_. / 2,3-dicloro-5,6-dicyano-1,4-benzoquinone / dioxane / 6 h / Heating

With sodium hydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In 1,4-dioxane; chlorobenzene;

DOI:10.1016/S0040-4020(01)87690-0

upstream raw materials:

6-phenyl-2,3-dihydrofuro[2,3-b]pyridine

phenylmagnesium bromide

furo[2,3-b]pyridine 7-oxide

3-(methylsulfonyl)-5-phenyl-1,2,4-triazine

Refernces

• 1、 Taylor,Macor,Pont. "Intramolecular Diels-Alder reactions of 1,2,4-triazines. A general synthesis of furo[2,3-b]pyridines, 2,3-dihydropyrano[2,3-b]pyridines, and pyrrolo[2,3-b]pyridines". . p. 5145 - 5158,5145-5158. Retrieved 2007/10/02.