HuagongsheHuagongshe Chemistry Print Report · For research reference only
Maleic Anhydride → 4-(Trifluoromethyl)benzohydrazide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Maleic Anhydride | HCID 7923 | — |
| Reactant | Hydrazine | HCID 9321 | — |
| Reactant | Cycloheptatriene | HCID 11000 | — |
| Reactant | Methyl 4-(trifluoromethyl)benzoate | HCID 520447 | — |
| Reactant | Tecovirimat monohydrate | HCID 90479083 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Solvent | Toluene heptane | HCID 22263336 | — |
| Product | 4-(Trifluoromethyl)benzohydrazide | HCID 520662 | — |
Reaction Steps
More specifically, to prepare ST-246 monohydrate, Form I, cycloheptatriene is reacted with maleic anhydride in the presence of toluene to yield the major product, endo isomer. The exo isomer is further produced from about 7% to 0.6% by crystallization from toluene/heptane. Further, hydrazine in the anhydrous or hydrate form is reacted with Methyl 4-(trifluoromethyl)benzoate in the presence of isopropanol to yield (4-(trifluoromethyl)-benzhydrazide. The product is then crystallized from isopropanol.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09339466B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-5de744a66bb9456fb5708ea16b86e461 |
| Source note | uspto-grants-2016_05 |