2-Aminothiazole → HCID 19832728, compound

HRID 2051110Notes

Reaction equation

HRID 2051110 reaction equation
[NH2:1][C:2]1[S:3][CH:4]=[CH:5][N:6]=1.Br[CH2:8][C:9](=O)[CH2:10][CH3:11]>CC(C)=O>[CH2:10]([C:9]1[S:3][C:2]2=[N:6][CH:5]=[CH:4][N:1]2[CH:8]=1)[CH3:11]

Participants

4

Reactant 2

HCID 21552-AminothiazoleHCID 131561-Bromo-2-butanone

Product 1

HCID 19832728HCID 19832728, compoundYield 66.1%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A solution of 3.0 g of 2-aminothiazole and 4.5 g of 1-bromo-2-butanone in 50 ml of acetone is heated under reflux for an hour and the precipitated crystals are collected by filtration. The crystals in 30 ml of aqueous HBr solution (1N) is heated at 80°-90° C. for an hour. After cooling, the reaction mixture is neutralized with 10% aqueous sodium hydroxide solution and extracted with dichloromethane. The extract is washed with water, dried over anhydrous sodium sulfate and distilled under reduced pressure to obtain 3.0 g of the title compound as an oil.

Workup

  1. temperatureunder reflux for an hour
  2. filtrationthe precipitated crystals are collected by filtration
  3. temperatureThe crystals in 30 ml of aqueous HBr solution (1N) is heated at 80°-90° C. for an hour
  4. temperatureAfter cooling
  5. extractionextracted with dichloromethane
  6. washThe extract is washed with water
  7. dry with materialdried over anhydrous sodium sulfate
  8. distillationdistilled under reduced pressure

Sources & evidence

ORD record
ord-6cbf7420649046099f66d434c40759c8
Source dataset
uspto-grants-1991_05
Patent number
US05017212

Reaction notes

Loading…