Dimethyl Sulfate → 3,6-Dimethyl-4-nitro-pyridine-2-carbonitrile

HRID 552494Notes

Reaction equation

[CH3:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[C:5]([CH3:11])=[CH:4][N+:3]=1[O-].COS(OC)(=O)=O.[C-:20]#[N:21].[K+]>>[CH3:11][C:5]1[C:4]([C:20]#[N:21])=[N:3][C:2]([CH3:1])=[CH:7][C:6]=1[N+:8]([O-:10])=[O:9]

Participants

Reactant 3

HCID 6497Dimethyl Sulfate

HCID 9032Potassium Cyanide

HCID 146707Pyridine, 2,5-dimethyl-4-nitro-, 1-oxide

Product 1

HCID 671630033,6-Dimethyl-4-nitro-pyridine-2-carbonitrile

Procedure

The title compound, was prepared by treatment of 2,5-Dimethyl-4-nitropyridine-N-oxide (CAS: [21816-42-2], J. Heterocyclic Chem. 34(3), 727(1997)) with Dimethylsulfate and Potassium cyanide in accordance with the general method of example 1, step 1 to yield the title compound as a brown solid.

Sources & evidence

ORD record: ord-14385ba4eaa24ef9a66647ff5ea71bae
Source dataset: uspto-grants-2011_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07951824B2

Reaction notes

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