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Chemical Structure| 102429-07-2 Chemical Structure| 102429-07-2

Structure of 102429-07-2

Chemical Structure| 102429-07-2

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Product Details of [ 102429-07-2 ]

CAS No. :102429-07-2
Formula : C8H5BrF2O
M.W : 235.03
SMILES Code : FC1=CC=C(C(CBr)=O)C(F)=C1
MDL No. :MFCD00142822
InChI Key :CSGDTHXBRAAOHV-UHFFFAOYSA-N
Pubchem ID :2774185

Safety of [ 102429-07-2 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H228-H302-H314
Precautionary Statements:P210-P280-P305+P351+P338-P310
Class:4.1(8)
UN#:2925
Packing Group:

Application In Synthesis of [ 102429-07-2 ]

* 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 [ 102429-07-2 ]

[ 102429-07-2 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 60827-45-4 ]
  • [ 102429-07-2 ]
  • [ 1207291-05-1 ]
  • [ 1207291-04-0 ]
YieldReaction ConditionsOperation in experiment
With toluene-4-sulfonic acid; In toluene; at 130℃;Product distribution / selectivity; Example 23; Synthesis of (4S)-trans-,cis-2-(4-chlorophenyl)-2-bromomethyl-4-chloromethyl-1,3-dioxolane suppressing halogen exchange between substrates A mixture of 2-bromo-4'-chloroacetophenone (4.94 g, 2-chloro-4'-chloroacetophenone content=0.09%), p-toluenesulfonic acid monohydrate (0.20 g, 0.05 equivalent) and toluene (100 mL) was refluxed at 130C using an azeotropic distillation device with a Dean-Stark tube, and (S)-monochlorohydrin (2.59 g, 1.1 equivalents, >99%ee) was added dropwise under reflux such that the amount of the (S)-monochlorohydrin present in the reaction solution would be not more than 0.1 equivalent (not more than 2.1 mmol) relative to the amount of 2-bromo-4'-chloroacetophenone to be used (21.2 mmol), while analyzing the progress of the reaction by GC. After confirmation of the completion of the azeotropic distillation, the reaction mixture was cooled and washed with 10% aqueous sodium hydrogen carbonate solution and 10% brine. The solvent was evaporated under reduced pressure to give (4S)-trans-,cis-2-(4-chlorophenyl)-2-bromomethyl-4-chloromethyl-1,3-dioxolane (6.56 g, >99%ee). Here, the content percentage of (4S)-trans-,cis-2-(4-chlorophenyl)-2-chloromethyl-4-chloromethyl-1,3-dioxolane halogen-exchanged with a chlorine atom was 0.09%. Examples 30 to 41 Synthesis of (4S)-trans-cis-2-aryl-2-bromomethyl-4-chloromethyl-1,3-dioxolane suppressing halogen exchange In Examples 30 to 41, reactions were performed according to Example 23 and using aryl(bromomethyl)ketones (halogen-exchanged compound content<0.1%) shown in Table 7 and Table 8. The results are shown in Table 9 and Table 10 together with Example 23.
  • 2
  • [ 102429-07-2 ]
  • [ 57090-88-7 ]
  • 1-[2-(2,4-difluorophenyl)-2-oxoethyl]-1H-imidazole-5-carbonitrile [ No CAS ]
  • 1-[2-(2,4-difluorophenyl)-2-oxoethyl]imidazole-4-carbonitrile [ No CAS ]
YieldReaction ConditionsOperation in experiment
With N-ethyl-N,N-diisopropylamine; zinc(II) chloride; In acetonitrile; at 30 - 70℃; for 12h; To a mixture of 2-bromo-l-(2,4-difluorophenyl)ethanone (63.1 g, 269 mmol) and 4-cyano- IH- imidazole (25.0 g, 269 mmol, 1.0 eq) in acetonitrile (200 mL) was added NN-diisopropylethylamine (93.81 mL, 69.4 g, 537 mmol, 2.0 eq) and zinc(II) chloride (3.66 g, 26.86 mmol, 0.10 eq) at 30C. The reaction mixture was stirred at 70 C for 12 hours. The reaction mixture was filtered and concentrated in vacuum. The residue was purified by column chromatography on silica gel (petroleum ether: ethyl acetate =1 :1) to give a mixture of desired 3-[2-(2,4-difluorophenyl)-2-oxo-ethyl]<strong>[57090-88-7]imidazole-4-carbonitrile</strong> and its regioisomeric by-product 1- [2-(2,4-difluorophenyl)-2-oxo-ethyl]<strong>[57090-88-7]imidazole-4-carbonitrile</strong> as an approximately 40:60 mixture (total : 30.0 g, combined yield: 45%).
 

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