4-chloropyridine N-oxide → 4-Chloro-2-pyridinecarbonitrile

HRID 1437239Notes

Reaction equation

[Cl:1][C:2]1[CH:7]=[CH:6][N+:5]([O-])=[CH:4][CH:3]=1.C[Si]([C:13]#[N:14])(C)C>>[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([C:13]#[N:14])[CH:3]=1

Participants

Reactant 2

HCID 707244-chloropyridine N-oxide

HCID 82115Trimethylsilyl cyanide

Product 1

HCID 6933424-Chloro-2-pyridinecarbonitrileYield 92%

Procedure

The general procedure of Referential Example 15 was repeated through use of 4-chloropyridine-N-oxide (6.00 g) and trimethylsilyl cyanide (17.5 mL), to thereby give the title compound as a solid (5.89 g, 92%).

Sources & evidence

ORD record: ord-2e40be9fa26e4f989ded74a0260e4fac
Source dataset: uspto-grants-2009_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07622471B2

Reaction notes

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