Hydrochloric Acid → HCID 57514645, compound

HRID 1182912Notes

Reaction equation

HRID 1182912 reaction equation
Cl.[NH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9](=O)[CH:10]([CH3:12])[CH3:11].[Cl:14][CH2:15][C:16]#[N:17]>O1CCOCC1>[Cl:14][CH2:15][C:16]1[N:17]=[C:9]([CH:10]([CH3:12])[CH3:11])[C:4]2[C:3](=[CH:8][CH:7]=[CH:6][CH:5]=2)[N:2]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 7856ChloroacetonitrileHCID 122976071-(2-aminophenyl)-2-methylpropan-1-one

Product 1

HCID 57514645HCID 57514645, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Dry hydrogen chloride gas is piped through a solution of 2.86 g of 1-(2-amino-phenyl)-2-methyl-propan-1-one and 1.33 ml of chloroacetonitrile in 14 ml dioxane with stirring at ambient temperature for approx. five hours. Then the dioxane is largely distilled off in a water jet vacuum. The honey-like residue is combined with ice water and the resulting suspension is made alkaline with saturated potassium carbonate solution while cooling with an ice bath. The precipitate is suction filtered, washed with water and dried. The crude product is purified by chromatography over a silica gel column with petroleum ether/methylene chloride (8:2 to 0:1) as eluant.

Workup

  1. distillationThen the dioxane is largely distilled off in a water jet vacuum
  2. temperaturewhile cooling with an ice bath
  3. filtrationfiltered
  4. washwashed with water
  5. customdried
  6. customThe crude product is purified by chromatography over a silica gel column with petroleum ether/methylene chloride (8:2 to 0:1) as eluant

Sources & evidence

ORD record
ord-cab7fb75be8f4f14b8a0686e6ed5b1b3
Source dataset
uspto-grants-2014_03
Patent number
US08664232B2

Reaction notes

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