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Chemical Structure| 40805-50-3 Chemical Structure| 40805-50-3

Structure of 40805-50-3

Chemical Structure| 40805-50-3

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Product Details of [ 40805-50-3 ]

CAS No. :40805-50-3
Formula : C9H6ClNO
M.W : 179.60
SMILES Code : N#CC1=CC=C(C(CCl)=O)C=C1
MDL No. :MFCD13172603
InChI Key :LDHNCFIXYHXVDN-UHFFFAOYSA-N
Pubchem ID :142493

Safety of [ 40805-50-3 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H315-H318-H335
Precautionary Statements:P261-P264-P271-P280-P302+P352-P304+P340+P312-P305+P351+P338-P310-P332+P313-P362-P403+P233-P405-P501
Class:8
UN#:1759
Packing Group:

Application In Synthesis of [ 40805-50-3 ]

* 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 [ 40805-50-3 ]

[ 40805-50-3 ] Synthesis Path-Downstream   1~1

  • 1
  • (2R,3R)-3-(2,5-difluorophenyl)-3-hydroxy-2-methyl-4-(1H-1,2,4-triazol-1-yl)thiobutyramide hydrogensulphate [ No CAS ]
  • [ 40805-50-3 ]
  • [ 241479-67-4 ]
YieldReaction ConditionsOperation in experiment
In a autoclave to a solution of (2S,3R)-3-(2,5-difluorophenyl)-3-hydroxy-2-methyl-4-(1H-1,2,4-triazol-1-yl)butanenitrile (2.8 g) in ethanol (10 ml) concentrated sulphuric acid (1 g) was slowly added, the autoclave was closed and a slight pressure of hydrogen sulphide was introduced over the solution. After heating the reaction mixture in closed autoclave for 5 hrs, the autoclave was cooled to rt, excess of hydrogen sulphite was discharged and the crude mixture poured on a mixture of methylenechloride (100 ml) and water (100 ml). The water phase was extracted 3 times with methylenechloride (100 ml) and the organic phase washed once with water, dried with sodium sulphate and after addition of MTBE (50 ml) concentrated under reduced pressure to volume of ca. 75 ml. The slurry was then hold for 5 hrs at 0° C., the precipitate collected by filtration, the crystals washed with MTBE, dried in vacuum providing a hydrogensulphate salt of (2R,3R)-3-(2,5-difluorophenyl)-3-hydroxy-2-methyl-4-(1H-1,2,4-triazol-1-yl)thioburyramide. This salt was then dissolved in ethanol (20 ml), 2-chloro-4-cyanoacetophenone (1.8 g) was added and the reaction mixture heated to 60-70° C. for 8 hrs until the reaction was completed. At this temperature after addition of water (30 ml) the pH of the solution was adjusted with triethylamine to ca. pH 4-5, the solution cooled to rt and stirred for 5 hrs, the crystals collected, washed with 50percent ethanol-water solution, dried in vacuum at 50° C. to yield the title compound as a white crystals (3.5 g, 81percent yield). The analytical data were identical with published: U.S. Pat. No. 6,300,353 and WO 99/45008.
 

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