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Chemical Structure| 55270-48-9 Chemical Structure| 55270-48-9

Structure of 55270-48-9

Chemical Structure| 55270-48-9

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Product Details of [ 55270-48-9 ]

CAS No. :55270-48-9
Formula : C8H11NO
M.W : 137.18
SMILES Code : CC1=NC=C(OCC)C=C1
MDL No. :MFCD17014963

Safety of [ 55270-48-9 ]

Application In Synthesis of [ 55270-48-9 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 55270-48-9 ]

[ 55270-48-9 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 55270-48-9 ]
  • dichloromethane hexane [ No CAS ]
  • [ 40963-14-2 ]
  • [ 89084-59-3 ]
YieldReaction ConditionsOperation in experiment
With hydrogen sulfide; In ethyl acetate; EXAMPLE 2 Preparation of 2-(5-ethoxy-2-pyridyl)-5-isopropyl-5-methyl-2-imidazolin-4-one STR6 A mixture of 60.5 g 5-ethoxy-2-picoline, 38.3 g <strong>[40963-14-2]2-amino-2,3-dimethylbutyramide</strong> and 28.25 g sulfur is heated with stirring under nitrogen. At 160 C. a liquid boils which is condensed and returned to the flask through a tube packed with molecular sieves to absorb water formed in the reaction. The temperature of the mixture slowly rises to 185 C. and is held there for 2.5 hours. The mixture is cooled, dissolved in 500 ml ethyl acetate and filtered. The filtrate is extracted with 6*100 ml portions of 2N hydrochloric acid. The aqueous phases are combined, the pH adjusted to 7 with 50% aqueous sodium hydroxide. A solid precipitate forms which is collected. The mother liquor is extracted with methylene chloride, the extracts dried and concentrated. The residue is triturated with etherhexane to give a crystalline solid which is removed and thoroughly washed with hexane and dried. Both solids are combined to give 23.7 g product. Two recrystallizations of a sample from methylene chloride-hexane gives analytically pure 2-(5-ethoxy-2-pyridyl)-5-isopropyl-5-methyl-2-imidazolin-4-one, mp 143-145 C. Using essentially the same procedure described above but substituting the appropriate substituted alpha-picoline or quinaldine for 5-ethoxy-2-picoline.
  • 2
  • [ 55270-48-9 ]
  • [ 40963-14-2 ]
  • [ 89084-59-3 ]
YieldReaction ConditionsOperation in experiment
With hydrogen sulfide; In ethyl acetate; EXAMPLE 84 Preparation of 2-(5-ethoxy-2-pyridyl)-5-isopropyl-5-methyl-2-imidazolin-4-one STR258 A mixture of 60.5 g 5-ethoxy-2-picoline, 38.3 g <strong>[40963-14-2]2-amino-2,3-dimethylbutyramide</strong> and 28.5 g sulfur is heated with stirring under nitrogen. At 160 C. a liquid boils which is condensed and returned to the flask through a tube packed molecular sieves to absorb water formed in the reaction. The temperature of the mixture slowly rises to 185 C. and is held there for 2.5 hours. The mixture is cooled, dissolved in 500 ml ethyl acetate and filtered. The filtrate is extracted with 6*100 ml portions of 2N hydrochloric acid. The aqueous phases are combined, the pH adjusted to 7 with 50% aqueous sodium hydroxide. A solid precipitate forms which is collected. The mother liquor is extracted with methylene chloride, the extracts dried and concentrated. The residue is triturated with ether hexane to give a crystalline solid which is removed and thoroughly washed with hexane and dried. Both solids are combined to give 23.7 g product. Two recrystallizations of a sample from methylene chloride-hexane gave analytically pure 2-(5-ethoxy-2-pyridyl)-5-isopropyl-5-methyl-2-imidazolin-4-one, mp 143-145 C. Using essentially the same procedure described above but substituting the appropriate substituted alpha-picoline or quinaldine for 5-ethoxy-2-picoline.
 

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