Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Hydrazine hydrate (1:1) | HCID 24654 | — |
| Reactant | HCID 86642669 | HCID 86642669 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 68559639 | HCID 68559639 | 52% |
Reaction Steps
In a 100 mL round-bottomed flask fitted with condenser, 5% Pd/C (0.073 g) was taken and 20 mL ethanol was added slowly. Compound 6d (0.5 g, 1.4 mmol) and hydrazine hydrate (1.24 g, 38.7 mmol) were added to the content of the flask and refluxed for 6 h. Completion of the reaction was monitored by TLC (CHCl3 on silica gel plate), filtered the reaction mixture through celite and concentrated the reaction mixture to 50% volume. The concentrated mixture was poured onto crushed ice, the solid formed was filtered, washed with cooled water, dried to get the desired product 6e. Yield: 52%; light yellow solid mp 164-168° C. 1H NMR: δ 3.80 (s, 3H, OCH3), 4.22 (s, 2H, CH2), 4.04 (br s, 2H, NH2), 6.42 (d, 1H, J=15.6 Hz, ═CH), 6.60-7.31 (m, 9H, Ar—H+ vinylic). Anal. (C16H17NO3S): C, H, N.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08735620B2 |
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| Source dataset | uspto-grants-2014_05 |
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| ORD ID | ord-b46647d9abe24a728ccf0cf8f900859a |
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| Source note | uspto-grants-2014_05 |
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