Potassium Carbonate → HCID 58283704, compound

HRID 1260141Notes

Reaction equation

HRID 1260141 reaction equation
[C:1]([C:5]1[C:9]([C:10]#[N:11])=[C:8](Cl)[S:7][N:6]=1)([CH3:4])([CH3:3])[CH3:2].[CH3:13][C:14]1[CH:20]=[C:19]([OH:21])[C:18]([CH3:22])=[CH:17][C:15]=1[NH2:16].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[NH2:16][C:15]1[C:14]([CH3:13])=[CH:20][C:19]([O:21][C:8]2[S:7][N:6]=[C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])[C:9]=2[C:10]#[N:11])=[C:18]([CH3:22])[CH:17]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 765444-Amino-2,5-dimethylphenolHCID 58283718HCID 58283718, compound

Product 1

HCID 58283704HCID 58283704, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A suspension of 5.0 g (24.9 mmol) of 3-tert-butyl-5-chloroisothiazole-4-carbonitrile, 3.41 g (24.9 mmol) of 2,5-dimethyl-4-hydroxyaniline and 5.51 g (39.86 mmol) of potassium carbonate in 100 ml of DMF is heated under reflux for 6 h. After cooling, the reaction mixture is poured onto ice-water. After extraction with dichloromethane, the combined organic phases are dried over Na2SO4 and freed from the solvent under reduced pressure.

Workup

  1. temperatureis heated
  2. temperatureunder reflux for 6 h
  3. temperatureAfter cooling
  4. additionthe reaction mixture is poured onto ice-water
  5. extractionAfter extraction with dichloromethane
  6. dry with materialthe combined organic phases are dried over Na2SO4

Sources & evidence

ORD record
ord-19c4f65439af403b811346d67eea2ed3
Source dataset
uspto-grants-2013_06
Patent number
US08470739B2

Reaction notes

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