2-Cyano-4-methylpyridine → 2-(2-Furoyl)-4-methylpyridine

HRID 46534Notes

Reaction equation

HRID 46534 reaction equation
[I-].[O:2]1[CH:6]=[CH:5][CH:4]=[C:3]1[C:7]([C:9]1[CH:14]=[C:13]([CH3:15])[CH:12]=[CH:11][N+:10]=1C)=[O:8].C(C1C=C(C)C=CN=1)#N.O1C=CC=C1[Li]>>[O:2]1[CH:6]=[CH:5][CH:4]=[C:3]1[C:7]([C:9]1[CH:14]=[C:13]([CH3:15])[CH:12]=[CH:11][N:10]=1)=[O:8]

Participants

4

Reactant 3

HCID 887392-Cyano-4-methylpyridineHCID 203875702-(2-Furoyl)-1,4-dimethylpyridinium iodideHCID 178418296HCID 178418296, compound

Product 1

HCID 203875722-(2-Furoyl)-4-methylpyridine

Procedure

A process for preparing 2-(2-furoyl)-1,4-dimethylpyridinium iodide comprising the steps of reacting 2-cyano-4-methylpyridine under a nitrogen atmosphere with an ethereal solution of freshly prepared 2-furyl-lithium, hydrolyzing the reaction mixture under acid conditions to form 2-(2-furoyl)-4-methylpyridine, and heating the 2-(2-furoyl)-4--methylpyridine in the presence of methyl iodide to form 2-(2-furoyl)-1,4-dimethylpyridinium iodide.

Sources & evidence

ORD record
ord-fe72eb7368d04639a23a770594f40ddf
Source dataset
uspto-grants-1979_11
Patent number
US04173705

Reaction notes

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