Potassium Carbonate → HCID 118093609, compound

HRID 1520095Notes

Reaction equation

HRID 1520095 reaction equation
C(=O)([O-])[O-].[K+].[K+].[OH:7][C:8]1[CH:13]=[CH:12][C:11]([CH2:14][S:15]([NH:18][CH3:19])(=[O:17])=[O:16])=[CH:10][CH:9]=1.[Cl:20][C:21]1[CH:26]=[C:25](Cl)[N:24]=[C:23]([CH3:28])[N:22]=1>CS(C)=O>[Cl:20][C:21]1[N:22]=[C:23]([CH3:28])[N:24]=[C:25]([O:7][C:8]2[CH:13]=[CH:12][C:11]([CH2:14][S:15]([NH:18][CH3:19])(=[O:17])=[O:16])=[CH:10][CH:9]=2)[CH:26]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 2349974,6-Dichloro-2-methylpyrimidineHCID 118093608HCID 118093608, compound

Product 1

HCID 118093609HCID 118093609, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

Under nitrogen atmosphere add potassium carbonate (26.4 g, 190.8 mmol) to a solution of 1-(4-hydroxyphenyl)-N-methyl-methanesulfonamide (19.2 g, 95.4 mmol), and 4,6-dichloro-2-methylpyrimidine (15.6 g, 95.4 mmol) in DMSO (192.0 mL). Stir the resulting mixture at room temperature for 2 hours. Pour the mixture into 400 mL of ice/water (1:1 v/v) to induce precipitation. Stir the resulting suspension for 30 minutes. Collect the solid; wash with water; and dry under reduced pressure overnight to provide the title compound as a pale brown solid (27.7 g, 89%). MS (m/z): 328 (M+1).

Workup

  1. customprecipitation
  2. stirringStir the resulting suspension for 30 minutes
  3. customCollect the solid
  4. washwash with water
  5. customand dry under reduced pressure overnight

Sources & evidence

ORD record
ord-3fe6b0d17ab143059b02d61f6e8ec4cb
Source dataset
uspto-grants-2015_07
Patent number
US09073901B2

Reaction notes

Loading…