Methyl acetoacetate → HCID 178429333, compound

HRID 223359Notes

Reaction equation

HRID 223359 reaction equation
[Cl:1][C:2]([Cl:7])([Cl:6])[C:3]([NH2:5])=[NH:4].[C:8](OC)(=[O:13])[CH2:9][C:10]([CH3:12])=O.C(=O)([O-])[O-].[K+].[K+]>O>[OH:13][C:8]1[CH:9]=[C:10]([CH3:12])[N:5]=[C:3]([C:2]([Cl:7])([Cl:6])[Cl:1])[N:4]=1

Participants

5

Reactant 3

HCID 7757Methyl acetoacetateHCID 11430Potassium CarbonateHCID 356082,2,2-Trichloroethanimidamide

Product 1

HCID 178429333HCID 178429333, compoundYield 46%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 44.4 g (0.28 mole) trichloroacetamidine, 32.0 g (0.28 mole) methyl acetoacetate, 37.5 g (0.28 mole) potassium carbonate, and 450 ml water was stirred for 3 days. A trace of solid was removed by filtration and the filtrate was made acidic with hydrochloric acid. The product precipitated out to give 28.9 g (46% yield; mp 173°-174° C.). The structure was confirmed via mp*, infrared, and elemental analysis.

Workup

  1. customA trace of solid was removed by filtration
  2. customThe product precipitated out
  3. customto give 28.9 g (46% yield; mp 173°-174° C.)

Sources & evidence

ORD record
ord-5bd76fc694b14015a73a0df0e2715218
Source dataset
uspto-grants-1982_10
Patent number
US04353908

Reaction notes

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