Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrazine | HCID 9321 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-Bromo-2,6-difluorobenzonitrile | HCID 2756916 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 58504781 | HCID 58504781 | 410.7% |
Reaction Steps
Five batches of the below reaction were run in sequence in a microwave reactor: To a 5-mL microwave vial was added 4-bromo-2,6-difluorobenzonitrile (3 g, 13.76 mmol), hydrazine (0.864 mL, 27.5 mmol), Hunig's base (4.81 mL, 27.5 mmol) and ethanol (10 mL). The vial was capped and stirred for 10 minutes at 150° C. in a microwave reactor. The reaction mixture was cooled (ice-water bath) and a yellow precipitate formed. The yellow precipitates were collected, combined and the solids were washed with cold ethanol to yield pale yellow rods of the title compound (13.0 g). LC-MS (ES) m/z=230 and 232 (1:1 intensity) [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08697685B2 |
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| Source dataset | uspto-grants-2014_04 |
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| ORD ID | ord-831549215c384c47b1dfecc80ddc3762 |
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| Source note | uspto-grants-2014_04 |
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