Potassium Carbonate → HCID 19861127, compound

HRID 329014Notes

Reaction equation

HRID 329014 reaction equation
C([NH:9][C:10]([NH:12][CH2:13][CH2:14][CH2:15][NH:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=1)=[S:11])(=O)C1C=CC=CC=1.C(=O)([O-])[O-].[K+].[K+]>O>[N:18]1[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=1[NH:16][CH2:15][CH2:14][CH2:13][NH:12][C:10]([NH2:9])=[S:11]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 14126558HCID 14126558, compound

Product 1

HCID 19861127HCID 19861127, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 2-(3-aminopropylamino)pyridine (6 g.) and benzoyl isothiocyanate (6.0 g.) in chloroform (150 ml.) is heated under reflux for 1 hour and concentrated to give N-benzoyl-N'-[3-(2-pyridylamino)propyl]thiourea. The benzoyl thiourea is added to a solution of potassium carbonate (1.4 g.) in water (80 ml.) at 60°. The solution is maintained at this temperature for 1 hour, concentrated to low bulk and acidified with hydrochloric acid. Benzoic acid is removed by filtration and the filtrate is basified with potassium carbonate and concentrated under reduced pressure. Following extraction with isopropyl alcohol and concentration, the title product is obtained.

Workup

  1. temperatureThe solution is maintained at this temperature for 1 hour
  2. concentrationconcentrated to low bulk
  3. customBenzoic acid is removed by filtration
  4. concentrationconcentrated under reduced pressure
  5. extractionextraction
  6. concentrationwith isopropyl alcohol and concentration

Sources & evidence

ORD record
ord-ebc8f8e9d88f4914b99e72690ef70eee
Source dataset
uspto-grants-1977_04
Patent number
US04018928

Reaction notes

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