Potassium Carbonate → Tioxidazole

HRID 435818Notes

Reaction equation

HRID 435818 reaction equation
[C:1]([NH:5][C:6]([NH:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][CH2:16][CH2:17][CH3:18])=[CH:11][CH:10]=1)=[S:7])([O:3][CH3:4])=[O:2].[OH-].[Na+].C(=O)([O-])[O-].[K+].[K+]>O.[Fe-3](C#N)(C#N)(C#N)(C#N)(C#N)C#N.[K+].[K+].[K+]>[CH3:4][O:3][C:1](=[O:2])[NH:5][C:6]1[S:7][C:10]2[CH:11]=[C:12]([O:15][CH2:16][CH2:17][CH3:18])[CH:13]=[CH:14][C:9]=2[N:8]=1

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 14798Sodium HydroxideHCID 20325548Methyl [(4-propoxyphenyl)carbamothioyl]carbamate

Product 1

HCID 72157Tioxidazole

Reagents, catalysts & solvents 2

HCID 178511488HCID 178511488, compoundCatalystHCID 962WaterSolvent3×

Procedure

To a stirred suspension of 2.2 g. 1-carbomethoxy-3-(p-n-propoxyphenyl) thiourea in a solution of 2.42 g. sodium hydroxide in 35 ml of water, in an erlenmeyer flask at 64° (by water bath) is added a solution of 8.8 g. potassium ferricyanide in 20 ml water. The stirring is continued for 2 additional hrs. Potassium carbonate, 6 g. is then added to this reaction mixture and stirring is continued for another 2 hr. period. It is then extracted by 2 × 50 ml chloroform. The chloroform extracts are dried over anhydrous Na2SO4 and the solvent is removed by evaporation to give 2 g. of the product. m.p. 178°-180° C.

Workup

  1. additionTo a stirred suspension of 2.2 g
  2. additionis then added to this reaction mixture
  3. extractionIt is then extracted by 2 × 50 ml chloroform
  4. dry with materialThe chloroform extracts are dried over anhydrous Na2SO4
  5. customthe solvent is removed by evaporation
  6. customto give 2 g

Sources & evidence

ORD record
ord-9929744cf8e442c28594e2db86ca484c
Source dataset
uspto-grants-1977_02
Patent number
US04006242

Reaction notes

Loading…