Potassium Carbonate → HCID 20510878, compound

HRID 1758146Notes

Reaction equation

HRID 1758146 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][N:3]=1.[SH:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[OH:18].C(=O)([O-])[O-].[K+].[K+].Cl[C:26]1[N:31]=[CH:30][C:29]([Cl:32])=[CH:28][N:27]=1>CN(C)C=O.O>[Cl:32][C:29]1[CH:28]=[N:27][C:26]([O:18][C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=2[S:11][C:2]2[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][N:3]=2)=[N:31][CH:30]=1

Participants

7

Reactant 4

HCID 11430Potassium CarbonateHCID 70718Phenol, o-mercapto-(6CI,7CI,8CI)HCID 783082-Chloro-5-nitropyridineHCID 5906412,5-Dichloropyrimidine

Product 1

HCID 20510878HCID 20510878, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

At 0°, 4.0 grams (0.025 moles) of 2-chloro-5-nitropyridine is added to a mixture of 3.0 grams (0.0023 mole) 2-mercaptophenol and 7.0 grams of potassium carbonate stirring in 50 ml of dimethylformamide. After stirring overnight at room temperature, 4.0 grams of 2,5-dichloropyrimidine is added and the mixture is heated at 80° for 5 hours. The mixture is then poured into excess H2O and the aqueous mixture is extracted with ethyl ether (200 ml), washed with saturated sodium bicarbonate, brine, dried (MgSO4), and the solvent is evaporated to yield the crude product.

Workup

  1. temperaturethe mixture is heated at 80° for 5 hours
  2. extractionthe aqueous mixture is extracted with ethyl ether (200 ml)
  3. washwashed with saturated sodium bicarbonate, brine
  4. dry with materialdried (MgSO4)
  5. customthe solvent is evaporated

Sources & evidence

ORD record
ord-b82136934aca4de984773354a0f9743d
Source dataset
uspto-grants-1983_02
Patent number
US04371736

Reaction notes

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