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Chemical Structure| 61799-78-8 Chemical Structure| 61799-78-8

Structure of 61799-78-8

Chemical Structure| 61799-78-8

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Product Details of [ 61799-78-8 ]

CAS No. :61799-78-8
Formula : C7H6ClNO3
M.W : 187.58
SMILES Code : O=C(NO)C1=CC=C(Cl)C=C1O
MDL No. :MFCD00178744

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Application In Synthesis of [ 61799-78-8 ]

* 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 [ 61799-78-8 ]

[ 61799-78-8 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 22717-55-1 ]
  • [ 61799-78-8 ]
YieldReaction ConditionsOperation in experiment
88% 2) Preparation of 4-chloro-N,2-dihydroxy-benzamide Hydroxylamine hydrochloride in solid (5.25g, 75 mmol) is placed in an egg type flask and dissolved by drop-adding small amount of water in ice-bath. Thereafter, thereto is drop-added 15 ml of 50% NaOH solution. The reaction is stirred for 5 minutes and is drop-added 50 ml of dioxane solution of methyl 4-chloro-salicylate (9.3g, 50 mmol) under coverage of N2. After completion of drop-addition, a reaction is carried out at room temperature for 24 hours, and then a red-brown deposit precipitates, which is filtered out and placed in an egg type flask, thereto is added 50 ml of 10% hydrochloric acid and then reflux for 0.5 hour. After cooling to room temperature, a yellow deposit precipitates, which is filtered out and recrystallized in anhydrous ethanol, to obtain 8.25g of 4-chloro-N,2-dihydroxy-benzamide, with a yield of 88%.
88% With hydroxylamine hydrochloride; sodium hydroxide; In 1,4-dioxane; water; at 20℃; for 24h;Inert atmosphere; Hydroxylamine hydrochloride solid (5.25 g, 75 mmol) in an eggplant type flask, drop a small amount of water by dropping it on an ice bath, dissolve it, then drop 15 ml of 50% NaOH solution, stir for 5 minutes, add N2 50 ml of a dioxane solution of methyl 4-chloro-salicylate (9.3 g, 50 mmol) was added dropwise to the solution under protection, and after completion of the dropwise addition, the mixture was allowed to react at room temperature for 24 hours to precipitate a reddish brown precipitate, 50 ml of 10% hydrochloric acid was added, the mixture was refluxed for 0.5 hours, cooled to room temperature, precipitated a yellow precipitate, filtered and recrystallized from absolute ethanol to give 4.2 g of 4-chloro-N,2-dihydroxybenzamide 8.25 g. Yield is 88%.
  • 2
  • [ 1800-54-0 ]
  • [ 22717-55-1 ]
  • [ 61799-78-8 ]
  • [ 1643-78-3 ]
YieldReaction ConditionsOperation in experiment
With hydroxylamine hydrochloride; sodium methylate; In methanol; EXAMPLE 2 Preparation of 4-Chlorosalicylohydroxamic acid STR50 Hydroxylamine hydrochloride (20.65 g, 0.297 mol) is added to a mixture of sodium methoxide (53 g, 0.99 mol) in methanol while maintaining the temperature below 10 C. A mixture of <strong>[22717-55-1]methyl 4-chlorosalicylate</strong> (46.2 g, 0.248 mol) in methanol is then added to the reaction mixture and the resultant mixture is stirred at room temperature for 10 days, acidified with concentrated hydrochloric acid (pH3) and filtered to give the title product as an off-white solid which is identified by NMR spectral analyses. Using essentially the same procedure, but substituting phenyl 4-fluorosalicylate for <strong>[22717-55-1]methyl 4-chlorosalicylate</strong>, 4-fluorosalicylohydroxamic acid is obtained as a peach-white solid, mp 184 C. (dec.).
 

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