Potassium Carbonate → HCID 20510875, compound

HRID 1758144Notes

Reaction equation

HRID 1758144 reaction equation
[SH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[OH:8].C(=O)([O-])[O-].[K+].[K+].Cl[C:16]1[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][N:17]=1.Cl[C:24]1[CH:29]=[CH:28][C:27]([N+:30]([O-:32])=[O:31])=[CH:26][N:25]=1>CN(C)C=O.O>[N+:30]([C:27]1[CH:28]=[CH:29][C:24]([O:8][C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[S:1][C:16]2[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][N:17]=2)=[N:25][CH:26]=1)([O-:32])=[O:31]

Participants

7

Reactant 4

HCID 11430Potassium CarbonateHCID 276852,5-DichloropyridineHCID 70718Phenol, o-mercapto-(6CI,7CI,8CI)HCID 783082-Chloro-5-nitropyridine

Product 1

HCID 20510875HCID 20510875, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

To a mixture of 3.0 grams (0.023 mole) of 2-mercaptophenol and 7.0 grams of potassium carbonate stirring in 50 ml of dimethylformamide, 4.0 grams of 2,5-dichloropyridine is added and the mixture stirred overnight at room temperature. After stirring overnight, 4.0 grams of 2-chloro-5-nitropyridine is added and the mixture is again stirred at room temperature overnight. Excess H2O is then added to the reaction mixture and the aqueous mixture extracted with ethyl ether (200 ml), washed with saturated NaHCO3, H2O, brine, dried (MgSO4), filtered, and evaporated to yield the crude product.

Workup

  1. additionis added
  2. stirringAfter stirring overnight
  3. stirringthe mixture is again stirred at room temperature overnight
  4. extractionthe aqueous mixture extracted with ethyl ether (200 ml)
  5. washwashed with saturated NaHCO3, H2O, brine
  6. dry with materialdried (MgSO4)
  7. filtrationfiltered
  8. customevaporated

Sources & evidence

ORD record
ord-3c433e57839d4576a2eecc839da4f377
Source dataset
uspto-grants-1983_02
Patent number
US04371736

Reaction notes

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