Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | 3,5-Bis(trifluoromethyl)benzaldehyde | HCID 136247 | — |
| Reactant | 5-chloro-2-hydroxybenzohydrazide | HCID 2794870 | — |
| Catalyst | Sulfuric Acid | HCID 1118 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 85135010 | HCID 85135010 | 76.8% |
Reaction Steps
A mixture of 5-chlorosalicylhydrazide (213.9 mg, 1.2 mmol), 3,5-bis(trifluoromethyl)benzaldehyde (190 μL, 1.2 mmol), concentrated sulfuric acid (3 drops) and ethanol (5 mL) was refluxed for 30 minutes. 3,5-Bis(trifluoromethyl)benzaldehyde (100 μL, 0.61 mmol) was added and the mixture was refluxed for further 1 hour. After the reaction mixture was cooled to room temperature, it was poured into water and extracted with ethyl acetate. After the ethyl acetate layer was washed with brine, dried over sodium sulfate, the residue obtained by evaporation of the solvent under reduced pressure was purified by column chromatography on silica gel (n-hexane:ethyl acetate=3:1→2:1) and washed with n-hexane under suspension to give the title compound (362.6 mg, 76.8%) as a white powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07700655B2 |
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| Source dataset | uspto-grants-2010_04 |
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| ORD ID | ord-3582a5429fc243f3abef8f6b9f0c8091 |
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| Source note | uspto-grants-2010_04 |
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