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Chemical Structure| 918321-31-0 Chemical Structure| 918321-31-0

Structure of 918321-31-0

Chemical Structure| 918321-31-0

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Product Details of [ 918321-31-0 ]

CAS No. :918321-31-0
Formula : C7H6FN3O4
M.W : 215.14
SMILES Code : O=C(O)C1=CC([N+]([O-])=O)=C(N)C(F)=C1N

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Application In Synthesis of [ 918321-31-0 ]

* 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 [ 918321-31-0 ]

[ 918321-31-0 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 197520-71-1 ]
  • [ 918321-31-0 ]
YieldReaction ConditionsOperation in experiment
86% A suspension of <strong>[197520-71-1]2,3,4-trifluoro-5-nitrobenzoic acid</strong> (1) (5 g) and ammonium hydroxide (7.7 grams, 25 wt% NH3 in H2O, 4.9 equivalents) in N-methyl pyrrolidinone (12.5 mL) was heated at 80-90 0C in a sealed reactor. During the reaction the mixture became homogeneous and the pressure rose to 0.4 bar. After 1.75 hours, HPLC analysis showed incomplete conversion and a further charge of ammonium hydroxide (2 g, 25 wt % NH3 in H2O) was added, followed by heating at 80-90 0C in the sealed reactor for an additional 1.5 hours. After this time HPLC analysis indicated >99% conversion and the mixture was allowed to cool to room temperature overnight. The contents of the reactor were then added to water (100 mL), producing a homogeneous, brown solution with a pH of 9.4. Acetic acid was then added to the mixture until the pH was 6. After cooling to 0 0C the product was isolated by filtration and washed with a mixture of water (10 mL) and MeOH (10 mL), then dried in a vacuum oven at 50 C, to provide 4.4 g (86% yield) of 2,4-diamino-3-fluoro-5- nitrobenzoic acid (2) (HPLC purity 99.7 a%). 1R NMR (400 MHz, d6 DMSO) delta 7.27 (2H, br s, NH2), 7.31 (2H, br s, NH2), 8.46, (IH, s, Ar-H), 13.10 (IH, br, CO2H). 13C NMR (100 MHz, d6 DMSO) delta 102 (C), 123 (C), 127 (CH), 136 (d, J 229, CF), 138 (C), 143 (CF), 168 (C=O).
 

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