Hydrochloric Acid → 6-Chloro-3-pyridinecarbonitrile

HRID 2210669Notes

Reaction equation

[N:1]1([CH:6]=[C:7]([C:12]#[N:13])[CH:8]=[CH:9][C:10]#N)CCCC1.[ClH:14]>>[Cl:14][C:10]1[CH:9]=[CH:8][C:7]([C:6]#[N:1])=[CH:12][N:13]=1

Participants

Reactant 2

HCID 313Hydrochloric Acid

HCID 57255702HCID 57255702, compound

Product 1

HCID 51520946-Chloro-3-pyridinecarbonitrile

Procedure

Analogously to Example 5, pyrrolidinomethylene-glutacononitrile was cyclized with HCl gas. 2-Chloro-5-cyanopyridine was obtained in 83.3% of the theoretical yield.

Sources & evidence

ORD record: ord-c252468d73fa41afb7972ea6f97bc2b9
Source dataset: uspto-grants-1995_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05459273

Reaction notes

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