Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Hydrazine hydrate (1:1) | HCID 24654 | — |
| Reactant | 4-Methoxybenzoylacetonitrile | HCID 233398 | — |
| Product | HCID 178488694 | HCID 178488694 | 97% |
Reaction Steps
To a solution of 3-(4-methoxyphenyl)-3-oxo-propionitrile (2.0 g, 11.4 mmol) in absolute ethanol (21 mL) was added hydrazine hydrate (3.32 mL, 68.3 mmol). The reaction mixture was stirred at 80° C. for 15 hours, then it was concentrated in vacuo and purified on silica gel with 0-10% MeOH in CH2Cl2 as eluent to give 2.02 g (97% yield) of 5-amino-3-(4-methoxyphenyl)pyrazole as a white solid. 1H NMR (d6-DMSO) δ: 11.69 (s, 1H), 7.55 (d, 2H), 6.92 (d, 2H), 5.66 (s, 1H), 4.62 (broad s, 2H), 3.75 (s, 3H); HPLC/MS m/z: 190.1 [MH]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07473783B2 |
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| Source dataset | uspto-grants-2009_01 |
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| ORD ID | ord-ed166620a1d7408e8994f7f8f785ec80 |
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| Source note | uspto-grants-2009_01 |
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