Hydrochloric Acid → HCID 178468223, compound

HRID 27068Notes

Reaction equation

HRID 27068 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-pyridine-carboximidate 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-5ba439f47c9b4c11987999e4076c1f66
Source dataset
uspto-grants-1980_09
Patent number
US04220648

Reaction notes

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