Hydrochloric Acid → 4-iodo-3-methylpyridin-2(1H)-one

HRID 84274Notes

Reaction equation

HRID 84274 reaction equation
F[C:2]1[C:7]([CH3:8])=[C:6]([I:9])[CH:5]=[CH:4][N:3]=1.Cl.[O:11]1CCOCC1.O>>[I:9][C:6]1[CH:5]=[CH:4][NH:3][C:2](=[O:11])[C:7]=1[CH3:8]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 117762982-Fluoro-4-iodo-3-methylpyridineHCID 218864351,4-Dioxane--water (1/1)

Product 1

HCID 672620434-iodo-3-methylpyridin-2(1H)-one

Conditions

Temperature
100 °C

Procedure

To a solution of 2-fluoro-4-iodo-3-methylpyridine (1.68 g, 7.09 mmol) in 1,4-dioxane/water (1:1, 5.2 mL) was added concentrated HCl (5.5 mL). The resulting clear solution was heated to 100° C. After 1 h, the reaction mixture was allowed to cool to ambient temperature and was stirred overnight, during which time a precipate formed. The mixture was filtered and dried to a constant weight to afford 4-iodo-3-methylpyridin-2(1H)-one as a yellow solid 1.47 g.

Workup

  1. temperatureto cool to ambient temperature
  2. customformed
  3. filtrationThe mixture was filtered
  4. customdried to a constant weight

Sources & evidence

ORD record
ord-966a0016edd048289e5e86deb4cc3912
Source dataset
uspto-grants-2014_09
Patent number
US08846933B2

Reaction notes

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