Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methane | HCID 297 | — |
| Reactant | Hydrazine hydrate (1:1) | HCID 24654 | — |
| Reactant | HCID 69135058 | HCID 69135058 | — |
| Catalyst | Iron chloride (FeCl3) | HCID 24380 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 69135044 | HCID 69135044 | 56% |
Reaction Steps
A suspension of 25.2 g (64.3 mmol) N-(2benzyloxy-4-bromo-6-nitro-phenyl)-isobutyramide, 6.3 g (38.5 mmol) iron(III) chloride and 15.7 g activated charcoal in 600 ml methanol was heated to 70° C. 31.3 ml (643 mmol). Hydrazine hydrate were added dropwise and the reaction mixture was refluxed for 90 min. After cooling to room temperature the reaction was filtered through celite, the filter cake washed with dichloromethane/methanol and the filtrate concentrated in vacuo. The residue was dried in vacuo at 40° C. to afford 13.0 g (56%) of the title compound as a white solid. m.p. 214°-215° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07307084B2 |
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| Source dataset | uspto-grants-2007_12 |
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| ORD ID | ord-c39204ac1fdb42b9b75c2374a437a27e |
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| Source note | uspto-grants-2007_12 |
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