HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Toluenesulfonic acid → Ethyl [2-(4-methoxyphenyl)-1-phenylethylidene]hydrazine carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | Hydrazinecarboxylic acid, ethyl ester | HCID 20064 | — |
| Reactant | 2-(4-Methoxyphenyl)-1-phenylethan-1-one | HCID 231092 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | Ethyl [2-(4-methoxyphenyl)-1-phenylethylidene]hydrazine carboxylate | HCID 54026400 | 76.9% |
Reaction Steps
A solution of 1-phenyl-2-(4-methoxyphenyl)-ethanone (Aldrich) (22.6 g, 0.1 mol), ethyl carbazate (12.5 g, 0.12 mol) and a spatula tip of TsOH in toluene (200 ml) was heated to reflux, and water was azeotropically removed. The reaction was complete (by TLC) after 4 hours. The solvent was removed under reduced pressure, and the crude solid was chromatographed, SiO2 (400 g), eluting with Hex/EtOAc, 7/3, affording 9 (24.0 g, 76.9%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05098918 |
| Source dataset | uspto-grants-1992_03 |
| ORD ID | ord-544c1ec0d702451db3f04c2e01233c8a |
| Source note | uspto-grants-1992_03 |