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Chemical Structure| 64984-60-7 Chemical Structure| 64984-60-7

Structure of 64984-60-7

Chemical Structure| 64984-60-7

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Product Details of [ 64984-60-7 ]

CAS No. :64984-60-7
Formula : C11H13NO3
M.W : 207.23
SMILES Code : O=C(O)CCC(NCC1=CC=CC=C1)=O
MDL No. :MFCD00449649

Safety of [ 64984-60-7 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P280-P301+P312-P302+P352-P305+P351+P338

Application In Synthesis of [ 64984-60-7 ]

* 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 [ 64984-60-7 ]

[ 64984-60-7 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 2142-06-5 ]
  • [ 64984-60-7 ]
  • 2
  • [ 64984-60-7 ]
  • [ 2142-06-5 ]
YieldReaction ConditionsOperation in experiment
95% With ammonium peroxodisulfate; In 1,4-dioxane; dimethyl sulfoxide; at 100℃; for 7h; General procedure: A solution of amine (1 equiv) and anhydride (1.1 equiv) in 1,4-dioxane was stirred at room temperature (or 100 C if necessary) in a two neck round bottom flask equipped with a water condenser. As soon as all the amine converts to the corresponding amic acid (monitored by TLC), ammonium persulfate [(NH4)2S2O8] (2 equiv) and DMSO (2 equiv) were added and the reaction mixture was heated to 100 C. Heating was continued at the same temperature until completion (3-10 h) of the reaction. After completion, the reaction mixture was filtered through a cotton plug and dioxane was removed under vacuo. The residue was dissolved in ethyl acetate and washed with dilute HCl, saturated aqueous NaHCO3 and brine. The organic layer was dried over anhydrous Na2SO4 and evaporated under vacuo to furnish the corresponding imides in good to excellent yields with more than 98% purity (GC, NMR).
92% With sodium acetate; acetic anhydride; for 2h;Reflux; To N-benzylsuccinic acid monoamide, calcined sodium acetate (1.02 g, 12.15 mmol) and acetic anhydride (50 mL) were added and the mixture was refluxed for 2 h. Removal of the solvent in vacuo and recrystallization of the residue from diethyl ether afforded N-benzylsuccinimide (3), white crystals, m.p. 96-98 C (cf. Ref. 26: m.p. 102-103 C), yield 8.7 g (92%). 1H NMR (CDCl3), delta: 2.68 (s, 4 H, 2 CH2); 4.65 (s, 2 H, PhCH2); 7.28-7.39 (m, 5 H, Ph).
With sodium acetate; acetic anhydride; for 2h;Reflux; General procedure: The synthesis of maleimides 1-47 was performed by mixing an equimolar amount of the appropriate maleic anhydrides 68-72 in 5 mL of CHCl3 and anilines 73, 78-90, amines 91-94 or phenylalkylamines 74-77 (5 mmol) dissolved in 1 mL of CHCl3 and stirred during 1 h. The solid (maleamic acid) which precipitated out of the reaction mixture was filtered off. The whole amount of maleamic acid was dissolved in 5 mL of acetic anhydride and 100 mg of sodium acetate was added. The mixture was heated for 2 h under reflux. The reaction was cooled and quenched with water; then, the aqueous solution was extracted with Et2O, dried with Na2SO4, filtered, and the solvent was evaporated. The product was purified by silica gel column chromatography using a mixture of hexane and ethyl acetate (9:1) as eluent. Compounds 1-10, 16-26, 31-34, 36, 38-42 and 43-47 were previously reported.[3], [8], [21], [22], [23], [24], [25], [26], [27] and [28]
With sodium acetate; acetic anhydride; for 0.5h; General procedure: In a 100 mL three-necked flask provided with a stirrer, a reflux condenser, and adropping funnel were placed 2.0 g (20 mmol) of succinic anhydride and 25 mL of diethylether. The succinic anhydride dissolved upon stirring, at which point a solution of 1equiv. (20 mmol) of the corresponding amine in 5 mL of diethyl ether was run throughthe dropping funnel. The resulting thick suspension was stirred at room temperature for 1h and was then cooled in an ice bath. The N-substituted succinamic acid was recoveredby filtration and dried. The residue was then added to a flask containing a solution ofanhydrous sodium acetate (0.65 g, 8 mmol) in acetic anhydride (6.7 mL) and stirred overa steam bath for 30 min. The reaction mixture was then cooled to room temperature in acold water bath and was then poured into 100 mL of an ice-water mixture. Theprecipitated product was recovered by filtration, washed three times with 30 mL portionsof ice-cold water, and dried. The crude N-substituted succinimide was recrystallized fromethanol/water to afford the desired product.

  • 3
  • [ 108-30-5 ]
  • [ 100-46-9 ]
  • [ 2142-06-5 ]
  • [ 64984-60-7 ]
  • 4
  • [ 2142-06-5 ]
  • aqueous barium hydroxide [ No CAS ]
  • [ 64984-60-7 ]
 

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