Hydrochloric Acid → 2,5-dichloro-3-methylpyridine

HRID 978641Notes

Reaction equation

HRID 978641 reaction equation
[CH:1]([C:3]([Cl:11])(Cl)[CH2:4][C:5]([CH3:9])(Cl)[C:6]#[N:7])=O.[ClH:12]>>[Cl:12][C:6]1[C:5]([CH3:9])=[CH:4][C:3]([Cl:11])=[CH:1][N:7]=1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 13373593HCID 13373593, compound

Product 1

HCID 6432762,5-dichloro-3-methylpyridine

Conditions

Temperature
145 °C

Procedure

21.4 g of the 4-formyl-2-methyl-2,4,4-trichlorobutyronitrile obtained in 1) are heated for 4 to 5 hours to 145° C. while introducing a weak stream of dry HCl gas. After it has cooled, the dark melt is subject to steam distillation, affording 9.9 g of 2,5-dichloro-3-methylpyridine in the form of colorless crystals (recrystallized from CH3OH/H2O in the volume ratio of 4:1).

Workup

  1. temperatureAfter it has cooled
  2. distillationthe dark melt is subject to steam distillation

Sources & evidence

ORD record
ord-ce0e5e16ae8642f780a99f70243902cb
Source dataset
uspto-grants-1987_05
Patent number
US04665186

Reaction notes

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