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Chemical Structure| 932374-43-1 Chemical Structure| 932374-43-1

Structure of 932374-43-1

Chemical Structure| 932374-43-1

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Product Details of [ 932374-43-1 ]

CAS No. :932374-43-1
Formula : C7H4ClF3IN
M.W : 321.47
SMILES Code : NC1=CC(Cl)=C(C(F)(F)F)C=C1I
MDL No. :MFCD27933438

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Application In Synthesis of [ 932374-43-1 ]

* 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 [ 932374-43-1 ]

[ 932374-43-1 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 445-13-6 ]
  • [ 932374-43-1 ]
YieldReaction ConditionsOperation in experiment
93% With Iodine monochloride; In methanol; dichloromethane; at 0℃; Step 1 5-Chloro-2-iodo-4-(trifluoromethyl)phenylamine A 250 mL 3-necked round bottom flask was charged with <strong>[445-13-6]3-chloro-4-(trifluoromethyl)aniline</strong> (4.5 g, 0.02 mol) and MeOH (50 mL). To the above was added dropwise a solution of IC1 (4.8 g, 0.03 mol) in CH2Cl2 (100 mL) at 0 C. The resulting mixture was stirred at room temperature for 1 h. Reaction progress was monitored by TLC (EtOAc/Petroleum ether=1:20, Rf=0.6). Work-up: the mixture was concentrated in vacuo. The residue was re-dissolved in CH2Cl2, washed with water, dried over anhydrous Na2SO4 and concentrated in vacuo, to give 6.9 g (93%) of the product. MS m/z: 320 (M-H+).
93% With Iodine monochloride; In methanol; dichloromethane; at 0 - 20℃; for 1h; A 250 mL 3-necked round bottom flask was charged with 3-chloro-4- (trifluoromethyl)aniline (4.5 g, 0.02 mol) and MeOH (50 mL). To the above was added dropwise a solution of ICl (4.8 g, 0.03 mol) in CH2C12 (100 mL) at 0 C. The resulting mixture was stirred at room temperature for 1 h. Reaction progress was monitored by TLC (EtO Ac/Petroleum ether = 1 :20, Rf = 0.6). Work-up: the mixture was concentrated in vacuo. The residue was re-dissolved in CH2C12, washed with water, dried over anhydrous Na2SC>4 and concentrated in vacuo, to give 6.9 g (93%) of the product. MS m/z: 320 (M-H+).
With sodium acetate; Iodine monochloride; In acetic acid; at 20℃; for 0.5h; Iodine monochloride (1.5 g) was added in one portion to a mixture of 3-chloro-4- trifluoromethylaniline (1.7 g), sodium acetate trihydrate (2.2 g), and acetic acid (10 ml) at room temperature. After 30 min aqueous sodium bicarbonate / sodium sulfite was added and the mixture extracted with diethyl ether. The organic phase was dried over Na2SO4, filtered and evaporated. The residue was purified by chromatography (ethyl acetate - hexane) to afford the title compound, 2.2 g.
 

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