Hydrochloric Acid → 74697-34-0

HRID 1278254Notes

Reaction equation

HRID 1278254 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:15]=[CH:16][C:17]=1[O:18][CH3:19])[C:5]([C:7]1[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[CH:9][CH:8]=1)=O.[C-]#[N:21].[K+].[C:23](=[O:26])([O-])[O-].[NH4+].[NH4+].C(=O)([O-])O.[NH4+].[CH:34]([NH2:36])=[O:35].Cl>O>[Cl:1][C:2]1[CH:3]=[C:4]([C:5]2([C:7]3[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[CH:9][CH:8]=3)[NH:21][C:34](=[O:35])[NH:36][C:23]2=[O:26])[CH:15]=[CH:16][C:17]=1[O:18][CH3:19]

Participants

8

Reactant 6

HCID 313Hydrochloric AcidHCID 713FormamideHCID 9032Potassium CyanideHCID 14013Ammonium BicarbonateHCID 517111Ammonium CarbonateHCID 12585188HCID 12585188, compound

Product 1

HCID 305819774697-34-0

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

55.3 Grams of 3-chloro-4,4'-dimethoxybenzophenone, 65.1 g of potassium cyanide, 96 g of ammonium carbonate and 94.8 g of ammonium hydrogencarbonate were charged in an autoclave together with 500 ml. of formamide and 100 ml. of water and the whole was heated at 120° C. with stirring for 48 hours. The reaction liquid was made acidic with concentrated hydrochloric acid, mixed with water and allowed to stand in a cool place overnight. The precipitates thus formed were washed with water and filtered out. The filtration residue was dissolved in 80% ethanol-water under heating, decolorized with active carbon and recrystallized from ethanol-chloroform to obtain 40.0 g of 5-(3-chloro-4-methoxyphenyl)-5-(4-methoxyphenyl)hydantoin in the form of white crystals.

Workup

  1. customThe reaction liquid
  2. customto stand in a cool place overnight
  3. customThe precipitates thus
  4. customformed
  5. washwere washed with water
  6. filtrationfiltered out
  7. dissolutionThe filtration residue was dissolved in 80% ethanol-water
  8. temperatureunder heating
  9. customrecrystallized from ethanol-chloroform

Sources & evidence

ORD record
ord-e32f51a13884477fbc91e1b38c4aa8b9
Source dataset
uspto-grants-1981_07
Patent number
US04281009

Reaction notes

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