Potassium Carbonate → HCID 178432777, compound

HRID 850910Notes

Reaction equation

HRID 850910 reaction equation
[Cl:1][C:2]([Cl:7])([Cl:6])[C:3]([NH2:5])=[NH:4].C(=O)([O-])[O-].[K+].[K+].C([O:16][C:17](=O)[CH:18]([Cl:22])[C:19]([CH3:21])=O)C>O>[Cl:22][C:18]1[C:17]([OH:16])=[N:4][C:3]([C:2]([Cl:7])([Cl:6])[Cl:1])=[N:5][C:19]=1[CH3:21]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 11858Ethyl 2-chloroacetoacetateHCID 356082,2,2-Trichloroethanimidamide

Product 1

HCID 178432777HCID 178432777, compoundYield 31%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 30.0 g (0.18 mole) trichloroacetamidine, 25.2 g (0.18 mole) potassium carbonate, 30.3 g (0.18 mole) ethyl-2-chloroacetoacetate, and 300 ml water was stirred 18 hours. The aqueous solution was decanted from heavier tars and acidified with hydrochloric acid. The precipitate that was formed, was filtered, washed, and dried to give 14.7 g (31% yield; mp 130°-145° C.) of crude product. An analytical sample recrystallized from cyclohexane had mp 156°-157° C. The structure was confirmed via infrared and elemental analysis.

Workup

  1. customThe aqueous solution was decanted from heavier tars
  2. customThe precipitate that was formed
  3. filtrationwas filtered
  4. washwashed
  5. customdried
  6. customto give 14.7 g (31% yield; mp 130°-145° C.) of crude product
  7. customAn analytical sample recrystallized from cyclohexane

Sources & evidence

ORD record
ord-15455d7c68bc49eebef1f619b2020359
Source dataset
uspto-grants-1983_05
Patent number
US04382087

Reaction notes

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