Hydrochloric Acid → HCID 178439464, compound

HRID 850912Notes

Reaction equation

HRID 850912 reaction equation
[Cl:1][C:2]([Cl:7])([Cl:6])[C:3]([NH2:5])=[NH:4].C(=O)([O-])[O-].[K+].[K+].[C:14]([CH2:19][C:20](OCC)=[O:21])(=O)[CH2:15][CH2:16][CH3:17].Cl>O>[OH:21][C:20]1[CH:19]=[C:14]([CH2:15][CH2:16][CH3:17])[N:5]=[C:3]([C:2]([Cl:7])([Cl:6])[Cl:1])[N:4]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 356082,2,2-TrichloroethanimidamideHCID 238498Ethyl 3-oxohexanoate

Product 1

HCID 178439464HCID 178439464, compoundYield 11%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 15.0 g (0.09 mole) trichloroacetamidine, 12.6 g (0.09 mole) potassium carbonate, 14.6 g (0.09 mole) ethyl butyrylacetate and 300 ml water was stirred overnight. The aqueous solution was decanted from the oil that formed and acidified with hydrochloric acid. The precipitate that formed was filtered, washed, and dried to give 2.6 g (11% yield). An analytical sample that was recrystallized from ligroin had mp 107°-110° C. The structure was confirmed via infrared and elemental analysis.

Workup

  1. customThe aqueous solution was decanted from the oil
  2. customthat formed
  3. customThe precipitate that formed
  4. filtrationwas filtered
  5. washwashed
  6. customdried
  7. customto give 2.6 g (11% yield)
  8. customAn analytical sample that was recrystallized from ligroin

Sources & evidence

ORD record
ord-22be3c988d1a44b8af0a9cf98ff0b455
Source dataset
uspto-grants-1983_05
Patent number
US04382087

Reaction notes

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