Potassium Hydroxide → HCID 15070306, compound

HRID 1073035Notes

Reaction equation

HRID 1073035 reaction equation
[C:1]1([C:7]([CH3:14])([CH3:13])[CH:8]([SH:12])[C:9]([OH:11])=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[K+].Cl[C:18]1[N:23]=[C:22]([O:24][CH3:25])[N:21]=[C:20]([O:26][CH3:27])[N:19]=1>CC(C)=O.O>[C:1]1([C:7]([CH3:14])([CH3:13])[CH:8]([S:12][C:18]2[N:23]=[C:22]([O:24][CH3:25])[N:21]=[C:20]([O:26][CH3:27])[N:19]=2)[C:9]([OH:11])=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

6

Reactant 3

HCID 14797Potassium HydroxideHCID 184502-Chloro-4,6-dimethoxy-1,3,5-triazineHCID 15070265HCID 15070265, compound

Product 1

HCID 15070306HCID 15070306, compoundYield 73.7%

Reagents, catalysts & solvents 2

HCID 180AcetoneSolvent2×HCID 962WaterSolvent2×

Procedure

1.9 g of 3-phenyl-3-methyl-2-mercaptobutyric acid was dissolved in 50 ml of acetone, and 1.2 g of potassium hydroxide dissolved in 5 ml of water was added thereto under cooling with ice. 1.5 g of 2-chloro-4,6-dimethoxy-S-triazine dissolved in 20 ml of acetone was added thereto. The mixture was stirred for 30 minutes. Then, the reaction solution was poured into water and extracted with 50 ml of ethyl acetate. The aqueous layer was acidified with a citric acid aqueous solution and extracted with 100 ml of chloroform. The organic layer was washed with water, dried over anhydrous sodium sulfate and concentrated to obtain 2.2 g of the desired product.

Workup

  1. additionwas added
  2. temperatureunder cooling with ice
  3. additionwas added
  4. extractionextracted with 50 ml of ethyl acetate
  5. extractionextracted with 100 ml of chloroform
  6. washThe organic layer was washed with water
  7. dry with materialdried over anhydrous sodium sulfate
  8. concentrationconcentrated

Sources & evidence

ORD record
ord-c06ff244a89e4e94bced5ac5d669a209
Source dataset
uspto-grants-1990_11
Patent number
US04968340

Reaction notes

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