Hydrochloric Acid → HCID 178468223, compound

HRID 1680645Notes

Reaction equation

HRID 1680645 reaction equation
O=[C:2]1[C:7]([C:8]#[N:9])=[CH:6][CH:5]=[C:4]([CH2:10][C:11]([CH3:14])([CH3:13])[CH3:12])[NH:3]1.[ClH:15].[CH2:16]([OH:18])[CH3:17]>>[ClH:15].[CH2:16]([O:18][C:8]([C:7]1[CH2:2][NH:3][C:4]([CH2:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[CH:5][CH:6]=1)=[NH:9])[CH3:17]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 130202381,2-Dihydro-2-oxo-6-neopentyl-3-cyanopyridine

Product 1

HCID 178468223HCID 178468223, compound

Procedure

A solution of 1,2-dihydro-2-oxo-6-neopentyl-3-cyanopyridine (8.8 g) and 400 ml of absolute ethanol is cooled in an ice bath and a slow stream of anhydrous hydrogen chloride is passed therethrough for 2 hr. The resulting solution is allowed to stand at ambient temperature for 3 days. Thereafter the solvent is evaporated under reduced pressure at ambient temperature, and the resulting material dissolved in warm trichloromethane. Acetone is added and following cooling the material is recovered by filtration and washed with acetone, yielding ethyl-1,2-dihydro-6-neopentyl-3-pyridinecarboximidate hydrochloride.

Workup

  1. waitto stand at ambient temperature for 3 days
  2. customThereafter the solvent is evaporated under reduced pressure at ambient temperature
  3. dissolutionthe resulting material dissolved in warm trichloromethane
  4. additionAcetone is added
  5. temperaturefollowing cooling the material
  6. filtrationis recovered by filtration
  7. washwashed with acetone

Sources & evidence

ORD record
ord-d7bc84585f6f40c6be7e3e7b41b9de84
Source dataset
uspto-grants-1981_06
Patent number
US04275069

Reaction notes

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