Water → HCID 20510887, compound

HRID 1758143Notes

Reaction equation

HRID 1758143 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.O>CN(C)C=O>[Cl:22][C:19]1[CH:20]=[CH:21][C:16]([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:17][CH:18]=1

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 276852,5-DichloropyridineHCID 70718Phenol, o-mercapto-(6CI,7CI,8CI)

Product 1

HCID 20510887HCID 20510887, compound

Reagents, catalysts & solvents 1

HCID 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, 9.0 grams of 2,5-dichloropyridine is added and the stirred mixture heated at 130° overnight. After pouring into excess H2O, the aqueous mixture is extracted with ethyl ether (200 ml) and the extract washed with H2O, saturated NaHCO3, and brine, dried (MgSO4), filtered, and the solvent evaporated to give the crude product which is recrystallized from 1-chlorobutane.

Workup

  1. additionis added
  2. temperaturethe stirred mixture heated at 130° overnight
  3. extractionthe aqueous mixture is extracted with ethyl ether (200 ml)
  4. washthe extract washed with H2O, saturated NaHCO3, and brine
  5. dry with materialdried (MgSO4)
  6. filtrationfiltered
  7. customthe solvent evaporated

Sources & evidence

ORD record
ord-d777ed03638447dcb1e7d06c7ab9fae1
Source dataset
uspto-grants-1983_02
Patent number
US04371736

Reaction notes

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