Ammonia → HCID 10487008, compound

HRID 544549Notes

Reaction equation

[C:1]([C:3]1[C:4](=[O:10])[NH:5][C:6]([CH3:9])=[CH:7][CH:8]=1)#[N:2].[NH2-].[K+].N.[CH3:14]I>>[C:1]([C:3]1[C:4](=[O:10])[NH:5][C:6]([CH2:9][CH3:14])=[CH:7][CH:8]=1)#[N:2]

Participants

Reactant 4

HCID 222Ammonia

HCID 6328Methyl iodide

HCID 779193-Pyridinecarbonitrile, 1,2-dihydro-6-methyl-2-oxo-

HCID 87015Potassium amide

Product 1

HCID 10487008HCID 10487008, compound

Procedure

Boatman et al [J. Org. Chem. 30, 3593-7 (1965)] show the reaction of 3-cyano-6-methyl-2(1H)-pyridinone with potassium amide in liquid ammonia and subsequent reaction of the resulting salt with methyl iodide to produce 3-cyano-6-ethyl-2(1H)-pyridinone (p. 3596, 3a).

Sources & evidence

ORD record: ord-f7f054c0d09f49babcbc2ab646ff77a7
Source dataset: uspto-grants-1984_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04451469

Reaction notes

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