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CAS No. : | 367-34-0 | MDL No. : | MFCD00007649 |
Formula : | C6H4F3N | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | QMYVWJVVVMIBMM-UHFFFAOYSA-N |
M.W : | 147.10 | Pubchem ID : | 94953 |
Synonyms : |
|
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H302-H315-H319-H335 | Packing Group: | N/A |
GHS Pictogram: |
* 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.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
92% | With pyridine; for 2h;Heating; | A solution of 2,4,5 -trifluoroaniline 11 (25 g, 170 mmol) in anhydrous pyridine (14.4 mL, 178 mmol) was treated with acetic anhydride (16.9 mL, 178 mmol) and heated to 120 °C for 2 hours. After cooling to room temperature, the solution was poured into ice-cold water (150 mL). The resulting precipitate was filtered, dissolved in ethyl acetate, dried over anhydrous Na2S04, filtered, and concentrated. The residue was dried to give 2,4,5- trifluoroacetanilide (12) (29.63 g, 92percent) as a yellow solid. 1H NMR (CDC13, 400MHz) delta 8.35- 8.26 (m, 1 H), 7.01-6.93 (m, 1 H), 2.22 (s, 3 H); 19F NMR (CDC13) delta -133.45 - -133.54 (m, IF), -139.56 - -139.67 (m, IF), -140.14 - -140.28 (m, IF). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Example 40 By the procedure similar to that employed in Example 33, ethyl 2-chlorosulfonyl-1-cyclohexene-1-carboxylate (0.40 g) obtained in Reference Example 2 was reacted with <strong>[367-34-0]2,4,5-trifluoroaniline</strong> (0.31 g) to yield ethyl 6-[N-(2,4,5-trifluorophenyl)sulfamoyl]-1-cyclohexene-1-carboxylate (Compound 43; 0.30 g) as white crystals. 1H-NMR (d6-DMSO)delta: 1.13 (3H, t, J=7.0 Hz), 1.55-1.85 (2H, m), 1.96-2.48 (4H, m), 4.05 (2H, q, J=7.0 Hz), 4.35 (1H, d, J=4.4 Hz), 7.14 (1H, br), 7.47-7.71 (2H, m), 10.17 (1H, s). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In water; acetic acid; at 20℃; for 18h; | Intermediate 3: (2,4,5-TrifluorophenvDurea; <strong>[367-34-0]2,4,5-Trifluoroaniline</strong> (736 mg; 5.00 mmol) was dissolved in glacial acetic acid (2.4 mL) and water (4.8 mL). To this solution was added slowly, with stirring at ambient <n="51"/>temperature, a solution of sodium cyanate (651 nig; 10.00 mmol). Almost at once, a white precipitate formed. The mixture was stirred for 18hrs at RT. The mixture was cooled to 0 °C, before filtration. The crude solid product was washed with a little water and dried, then dissolved in 5 mL of a mixture of DMSO:CH3CN: Water (70:20:10) and chromatographed on a Merck HyperPrep BDS Cl 8 15 mum column, usingH2O:CH3CN(20percent-90percent):TFA(0.2percent). Product fractions were collected and evaporated to colourless needles which were dried to give the title product (521mg). 1H NMR delta 6.10 (s, 2H), 7.53 (q, IH), 8.08 - 8.27 (m, IH)5 8.41 (s, IH). MS m/e MH+ = 191.10 |
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