Hydrochloric Acid → HCID 20339546, compound

HRID 1395525Notes

Reaction equation

HRID 1395525 reaction equation
[CH3:1][N:2]([CH3:16])[CH2:3][CH2:4][N:5]([C:9]1[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][N:10]=1)C(=O)C.Cl>>[CH3:1][N:2]([CH3:16])[CH2:3][CH2:4][NH:5][C:9]1[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][N:10]=1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 20339461HCID 20339461, compound

Product 1

HCID 20339546HCID 20339546, compound

Procedure

A solution of N-(2-dimethylaminoethyl)-N-(5-chloro-2-pyridyl)acetamide (45.5 g, 0.19 mole) in 200 ml of 6 N-hydrochloric acid is stirred at reflux for 16 hours. The excess hydrochloric acid is removed by evaporation under reduced pressure. The oily residue is treated with excess 10 N sodium hydroxide and the product is extracted into ether. The ether extract is dried, filtered and evaporated under reduced pressure. The residual oil is purified by distillation, b.p. 106°-111° at 0.7 mm n25D 1.556. Weight obtained is 32.5 g.

Workup

  1. temperatureat reflux for 16 hours
  2. customThe excess hydrochloric acid is removed by evaporation under reduced pressure
  3. additionThe oily residue is treated with excess 10 N sodium hydroxide
  4. extractionthe product is extracted into ether
  5. extractionThe ether extract
  6. customis dried
  7. filtrationfiltered
  8. customevaporated under reduced pressure
  9. distillationThe residual oil is purified by distillation, b.p. 106°-111° at 0.7 mm n25D 1.556
  10. customWeight obtained

Sources & evidence

ORD record
ord-d09275e1fa4d4eda9fee493533e5e5f6
Source dataset
uspto-grants-1980_05
Patent number
US04203988

Reaction notes

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