Acetone → HCID 178512384, compound

HRID 1155696Notes

Reaction equation

HRID 1155696 reaction equation
[OH-].[K+].CC(C)=O.[C:7]([N:9]=[C:10]([NH2:12])[NH2:11])#[N:8].[Cl:13][C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([Cl:20])[C:15]=1[CH2:21][C:22](Cl)=[O:23]>O.C(O)(=O)C>[NH2:11][C:10]([NH:9][C:7]#[N:8])=[N:12][C:22](=[O:23])[CH2:21][C:15]1[C:14]([Cl:13])=[CH:19][CH:18]=[CH:17][C:16]=1[Cl:20]

Participants

7

Reactant 4

HCID 180AcetoneHCID 10005DicyandiamideHCID 14797Potassium HydroxideHCID 27581482-(2,6-Dichlorophenyl)acetyl chloride

Product 1

HCID 178512384HCID 178512384, compoundYield 46.6%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent2×

Procedure

Potassium hydroxide (1.12 g, 0.02 m) was dissolved in water (4 cm3). Acetone (5 cm3) and dicyandiamide (1.05 g, 0.0125 m) were added and the solution cooled in ice. 2,6-Dichlorobenzeneactyl chloride (2.23 g, 0.01 m) was rapidly added to the stirring cooled solution. After the addition, water (40 cm3) was added and the solution was acidified with glacial acetic acid to give a white precipitate. The precipitate was filtered off, washed well with water and recrystallised from ispropyl alcohol to give the title compound as a white solid (1.26 g), melting point 210°-212° C.

Workup

  1. temperaturethe solution cooled in ice
  2. temperaturecooled solution
  3. additionwas added
  4. customto give a white precipitate
  5. filtrationThe precipitate was filtered off
  6. washwashed well with water
  7. customrecrystallised from ispropyl alcohol

Sources & evidence

ORD record
ord-d779955720ae433688f219e8629dfaa8
Source dataset
uspto-grants-1982_06
Patent number
US04332822

Reaction notes

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