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Structure of 918321-24-1

Chemical Structure| 918321-24-1

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Product Details of [ 918321-24-1 ]

CAS No. :918321-24-1
Formula : C8H4F3NO4
M.W : 235.12
SMILES Code : O=C(OC)C1=CC([N+]([O-])=O)=C(F)C(F)=C1F
MDL No. :MFCD13248633
Boiling Point : No data available
InChI Key :KLHGRWQHRLWLEB-UHFFFAOYSA-N
Pubchem ID :58644949

Safety of [ 918321-24-1 ]

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

Application In Synthesis of [ 918321-24-1 ]

* 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 [ 918321-24-1 ]

[ 918321-24-1 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 67-56-1 ]
  • [ 197520-71-1 ]
  • [ 918321-24-1 ]
YieldReaction ConditionsOperation in experiment
With chloro-trimethyl-silane; at 10 - 30℃; for 5h;Heating / reflux; 2,3,4-Trifluoro-5- nitrobenzoic acid (100 g, 0.452 MoI) was dissolved in methanol (60 mL) at 25-30 0C. To the resulting stirred solution, at 10 C, was added chlorotrimethylsilane (98.3 g, 0.91 MoI, 2 equiv.), maintaining the temperature between 10 and 200C. On completion of the addition the mixture was heated at reflux for 5 hours. At this point 99% (area) conversion to methyl 2,3,4-trifluoro-5-nitrobenzoate (2) was indicated by HPLC analysis. After cooling the mixture to room temperature it was diluted with N-methylpyrrolidone (NMP, 380 mL) and the reaction vessel was placed in an ice-bath. Ammonium hydroxide solution (33 wt% [d 0.88], 164 mL, 144 g, 2.7 MoI) was added to the vigorously stirred mixture, keeping the temperature below 15 C. A yellow precipitate was formed during the addition. The reactor was then closed and heated at 80 0C, with an internal pressure of 2.5 barg. After 5 hour the reaction mixture was cooled to 600C and the pressure was released. The temperature was then increased to 75C, followed by addition of ammonium hydroxide (33 wt% [d 0.88] in water, 53 mL, 47 g. 1.0 MoI), The mixture was then cooled to 500C over 90 min. during with time a yellow precipitate was formed. After a further 1 hour at 50 0C water (400 mL) was added over 1 hour and the resulting suspension was cooled to 25C and filtered. The filter cake was washed once with 1 : 1 NMP/water (540 mL), once with water (540 mL) and then dried in a vacuum oven at 500C for 24 hours, to provide methyl 2,4-diamino-3-fluoro-5-nitrobenzoate 4) (91 g, 88% yield).
 

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