Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrazine | HCID 9321 | — |
| Reactant | Acetylpyrazine | HCID 30914 | — |
| Reactant | Dimethylformamide dimethyl acetal | HCID 78373 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 2-(1H-Pyrazol-5-yl)pyrazine | HCID 15865548 | 94% |
Reaction Steps
2-Acetylpyrazine (10 mmol, 1.22 g) is reacted with N,N-Dimethylformamide dimethyl acetal (15 mmol, 1.99 ml) without any solvent at 100° C. for 10 hrs. Extraction with methylene chloride and water is carried out and the organic layer is concentrated to obtain solids. The yield is 94%. The obtained product is dissolved in ethanol and then added with hydrazine (23.5 mmol, 1.14 ml). The reaction is carried out for 3 hrs at 90° C. The reaction solution is concentrated and extracted by methylene chloride and water. The product is rinsed by n-hexane and some ethanol. The product pzp is thus obtained and the yield is 83%. 1H NMR (400 MHz, CDCl3): δ 9.11 (s, 1 H), 8.55 (s, 1 H), 8.50 (d, 1 H, J=2.8 Hz), 7.69 (d, 1 H, J=1.6 Hz), 6.93 (d, 1 H, J=2.0 Hz).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08062767B2 |
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| Source dataset | uspto-grants-2011_11 |
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| ORD ID | ord-cc74fb6ef0ff47409bce01522062636a |
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| Source note | uspto-grants-2011_11 |
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