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Chemical Structure| 97005-33-9 Chemical Structure| 97005-33-9

Structure of 97005-33-9

Chemical Structure| 97005-33-9

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Product Details of [ 97005-33-9 ]

CAS No. :97005-33-9
Formula : C8H6N2O2
M.W : 162.15
SMILES Code : O=C(N)C1=CC(C#N)=CC=C1O
English Name :5-Cyano-2-hydroxybenzamide

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Application In Synthesis of [ 97005-33-9 ]

* 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 [ 97005-33-9 ]

[ 97005-33-9 ] Synthesis Path-Downstream   1~1

  • 1
  • [ CAS Unavailable ]
  • [ 10435-57-1 ]
  • [ 75-36-5 ]
  • [ 97005-33-9 ]
YieldReaction ConditionsOperation in experiment
With ammonium hydroxide; thionyl chloride; triethylamine In tetrahydrofuran; <i>N</i>-methyl-acetamide; dichloromethane; ethyl acetate; 1,2-dichloro-ethane R.1 Preparation of Compound A-1 REFERENCE EXAMPLE 1 Preparation of Compound A-1 Acetyl chloride (43.3 g) was added dropwise with ice-cooling to a solution of 5-cyano-salicylic acid (29.0 g) and triethylamine (54.0 g) in dichloromethane (300 ml). After the addition was complete, the reaction mixture was stirred for 2 hours at ice-cooling temperature to room temperature. The solvent was distilled off under reduced pressure and the residue was extracted by addition of ethyl acetate and an aqueous potassium bisulfate solution. The ethyl acetate layer was washed with saturated saline solution, dried over anhydrous magnesium sulfate. The solvent was distilled off to obtain oil. This oil was dissolved in 1,2-dichloroethane (100 ml), and thionyl chloride (42.4 g) and dimethylformamide (0.5 ml) were added to the mixture, and the resulting mixture was heated under reflux for 1 hour. After air cooling, the solvent was distilled off under reduced pressure, and the residue was dissolved in tetrahydrofuran (100 ml). This solution was added with ice cooling to a mixed solution of aqueous ammonia (100 ml) and tetrahydrofuran (100 ml), and the mixture was stirred for 1 hour. An aqueous potassium bisulfate solution was added to the mixture to adjust to pH 2 to 3, and the mixture was extracted with ethyl acetate-tetrahydrofuran three times. The organic layers were combined and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain crude 5-cyano-salicylamide.
 

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