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

HRID 2417735Notes

Reaction equation

HRID 2417735 reaction equation
[CH:1]([C:3](Cl)([CH3:10])[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]([CH3:10])=[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-methyl-2,4-dichlorovaleronitrile obtained in Example 7(a) are heated for 4 hours to 160°-170° C. 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-eb3976fc904c47fc94559f7d90c0e0e2
Source dataset
uspto-grants-1984_09
Patent number
US04469896

Reaction notes

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