Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Hydrazine hydrate (1:1) | HCID 24654 | — |
| Reactant | HCID 86601978 | HCID 86601978 | — |
| Solvent | Ether tetrahydrofuran | HCID 21868444 | — |
| Product | HCID 178509146 | HCID 178509146 | 51.4% |
Reaction Steps
The powder of 7-morpholin-4-yl-3-oxo-2-(phenylhydrazono)-heptanenitrile (510 mg, 1.6 mmole) and hydrazine hydrate (3.2 mmole) were suspended in 20 mL of ether:THF (1:1) and stirred at ambient temperature overnight. Water was added to the reaction and the mixture was extracted with ethyl acetate. The organic extracts were washed with saline. The volume of the organic solution was reduced which resulted in the precipitation of a yellow solid. The solution was filtered to yield 270 mg (51%) of the title compound as a yellow powder. MS (m/z, ES+): 329 (M+1, 100%); 1H NMR (ppm, 300 MHz, DMSO-d6) δ 11.58 (br s, 1H), 7.66 (m, 2H), 7.44 (m, 2H), 7.30 (m, 1H), 6.98 (br s, 2H), 3.51 (m, 4H), 2.79 (m, 2H), 2.20-2.33 (m, 5H), 1.72 (m, 2H), 1.47 (m, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07875728B2 |
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| Source dataset | uspto-grants-2011_01 |
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| ORD ID | ord-47ff12697c604d4cad25a2d2524576f8 |
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| Source note | uspto-grants-2011_01 |
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