Potassium Carbonate → HCID 20510881, compound

HRID 1758148Notes

Reaction equation

HRID 1758148 reaction equation
[SH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[SH:8].C(=O)([O-])[O-].[K+].[K+].Cl[C:16]1[N:21]=[CH:20][C:19]([Cl:22])=[CH:18][N:17]=1.Br[C:24]1[CH:29]=[CH:28][C:27]([Br:30])=[CH:26][N:25]=1>CN(C)C=O.O>[Br:30][C:27]1[CH:28]=[CH:29][C:24]([S:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=2[S:8][C:16]2[N:21]=[CH:20][C:19]([Cl:22])=[CH:18][N:17]=2)=[N:25][CH:26]=1

Participants

7

Reactant 4

HCID 11430Potassium CarbonateHCID 693532,5-DibromopyridineHCID 693701,2-BenzenedithiolHCID 5906412,5-Dichloropyrimidine

Product 1

HCID 20510881HCID 20510881, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

To a mixture of 3.0 grams (0.02 mole) dimercaptobenzene and 7.0 grams of potassium carbonate stirring in 50 ml of dimethylformamide, 3.5 grams of 2,5-dichloropyrimidine is added at 0° and the mixture stirred for 4 hours, before adding 5.0 grams of 2,5-dibromopyridine and heating at 80° for 4 additional hours. The mixture is added to excess H2O and extracted with ethyl ether. After washing the ether layer with H2O, saturated NaHCO3, brine, and drying (MgSO4), evaporating the solvent gives the crude product.

Workup

  1. additionis added at 0°
  2. temperatureheating at 80° for 4 additional hours
  3. extractionextracted with ethyl ether
  4. washAfter washing the ether layer with H2O, saturated NaHCO3, brine
  5. dry with materialdrying (MgSO4)
  6. customevaporating the solvent

Sources & evidence

ORD record
ord-2ffe5258e1254cfd82b52a1c18839c5a
Source dataset
uspto-grants-1983_02
Patent number
US04371736

Reaction notes

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