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Structure of 365-29-7

Chemical Structure| 365-29-7

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Product Details of [ 365-29-7 ]

CAS No. :365-29-7
Formula : C8H6F3NO
M.W : 189.13
SMILES Code : CC(NC1=CC=C(F)C(F)=C1F)=O
MDL No. :MFCD01935687
Boiling Point : No data available
InChI Key :YHTIZYPWNFRADV-UHFFFAOYSA-N
Pubchem ID :2727524

Safety of [ 365-29-7 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H320-H335
Precautionary Statements:P264-P270-P301+P312-P330

Application In Synthesis of [ 365-29-7 ]

* 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 [ 365-29-7 ]

[ 365-29-7 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 365-29-7 ]
  • [ 168966-54-9 ]
  • 2
  • tin(II)chloride dihydrate [ No CAS ]
  • [ 64-17-5 ]
  • [ 365-29-7 ]
  • [ 148416-38-0 ]
  • [ 168966-54-9 ]
YieldReaction ConditionsOperation in experiment
285 mg (25%) With KNO3; sulfuric acid; In (2S)-N-methyl-1-phenylpropan-2-amine hydrate; ethyl acetate; 3,4,5-Trifluoro-1,2-phenylenediamine. To 2,3,4-trifluoroacetanilide (1.35 g, 7.09 mmol) is added concentrated sulfuric acid (8 mL). While the flask is in an ice bath, KNO3 is slowly added, giving a tan mixture, that is stirred overnight. The reaction mixture, now dark red, is then added to ice water (45 mL), instantly giving an orange precipitate. The volatile compound, presumably 2,3,4-trifluoro-6-nitroaniline, is dissolved in ethyl acetate (18 mL) and ethyl alcohol (12 mL). To the orange solution is added stannous chloride dihydrate (7.6 g, 34 mmol). The resulting mixture is stirred and brought to reflux under N2 for 4 h. The mixture is added to ice water (40 mL) and basified with 2N NaOH (40 mL). It is extracted with ethyl acetate (3*20 mL) and the combined extracts are washed with water (20 mL) and brine (20 mL). This dark red solution is dried (MgSO4) and evaporated to give 285 mg (25%) of the diamine as a dark red solid. 1 H NMR (CDCl3), 3.22 (br s, 2H), 3.46 (br s, 2H), 6.32 (m, 1H).
285 mg (25%) With KNO3; sulfuric acid; In (2S)-N-methyl-1-phenylpropan-2-amine hydrate; ethyl acetate; 3,4,5-Trifluoro-1,2-phenylenediamine To 2,3,4-trifluoroacetanilide (1.35 g, 7.09 mmol) is added concentrated sulfuric acid (8 mL). While the flask is in an ice bath, KNO3 was slowly added, giving a tan mixture, which was stirred overnight. The reaction mixture, now dark red, was then added into ice water (45 mL), instantly giving an orange precipitate. The volatile compound, presumably 2,3,4-trifluoro-6-nitroaniline, is dissolved in ethyl acetate (18 mL) and ethyl alcohol (12 mL). To the orange solution is added stannous chloride dihydrate (7.6 g, 34 mmol). The resulting mixture is stirred and brought to reflux under N2 for 4 h. The mixture is added into ice water (40 mL) and basified with 2N NaOH (40 mL). It was extracted with ethyl acetate (3*20 mL) and the combined extracts were washed with water (20 mL) and brine (20 mL). This dark red solution is dried (MgSO4) and evaporated to give 285 mg (25%) of the diamine as a dark red solid. 1 H NMR (CDCl3), 3.22 (br s, 2H), 3.46 (br s, 2H), 6.32 (m, 1H).
 

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