Hydrochloric Acid → 2-Chloro-3,5-dimethylpyridine

HRID 978642Notes

Reaction equation

HRID 978642 reaction equation
[CH:1]([C:3]([CH3:11])(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]([CH3:11])=[CH:1][N:7]=1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 13373595HCID 13373595, compound

Product 1

HCID 125083742-Chloro-3,5-dimethylpyridine

Procedure

19.4 g of the 4-formyl-2,4-dimethyl-2,4-dichlorobutyronitrile obtained in Example 2a) are heated for 4 hours to 160°-170° while introducing a weak stream of dry HCl gas. After it has cooled, the dark melt is subjected to steam distillation. The distillate is extracted with diethyl ether and the extract is dried and evaporated to dryness in vacuo. The residual light brown oil is distilled, affording 7.36 g of 2-chloro-3,5-dimethylpyridine in the form of a light brown oil which boils at 110° C./2500 Pa.

Workup

  1. temperatureAfter it has cooled
  2. distillationthe dark melt is subjected to steam distillation
  3. extractionThe distillate is extracted with diethyl ether
  4. customthe extract is dried
  5. customevaporated to dryness in vacuo
  6. distillationThe residual light brown oil is distilled

Sources & evidence

ORD record
ord-b4f8a0e0b0374722b574a0505894e27e
Source dataset
uspto-grants-1987_05
Patent number
US04665186

Reaction notes

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