Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Malononitrile | HCID 8010 | — |
| Reactant | Hydrazine hydrate (1:1) | HCID 24654 | — |
| Reactant | 1,3-Benzodioxol-5-amine | HCID 84310 | — |
| Reactant | HCID 722904 | HCID 722904 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | HCID 178509166 | HCID 178509166 | — |
Reaction Steps
4-(benzo[1,3]dioxol-5-ylhydrazono)-4H-pyrazole-3,5-diamine was prepared using 107 mg (0.5 mmol) of 2-(benzo[1,3]dioxol-5-yl-hydrazono)malononitrile, which was derived from 3,4-methylenedioxyaniline (137 mg, 1.0 mmol) and malononitrile (1.5 mmol), and hydrazine hydrate. Precipitate formed in the reaction tube approximately 10 minutes after the addition of hydrazine hydrate. The resulting black solid was isolated by filtration, dissolved in acetone, and hexanes was added to precipitate a small amount of black solid. The solid was removed by filtration and the filtrate was concentrated to yield 1.0 mg (1% yield) of the compound as a black solid; 1H NMR (200 MHz, DMSO-d6) δ: 6.0 (br s, 6H), 6.92 (d, 1H), 7.18 (d, 1H), 7.38 (s, 1H), 10.60 (br s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08445694B2 |
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| Source dataset | uspto-grants-2013_05 |
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| ORD ID | ord-e3412e0c02dc48e18dc7519550541106 |
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| Source note | uspto-grants-2013_05 |
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