HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (S)-4-{4-[2-(3-cyanopropylidene)hydrazino]benzyl}-1,3-oxazolidin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 4,4-Diethoxybutanenitrile | HCID 87616 | — |
| Reactant | (S)-4-(4-Hydrazinylbenzyl)oxazolidin-2-one hydrochloride | HCID 45356867 | — |
| Solvent | Water | HCID 962 | — |
| Product | (S)-4-{4-[2-(3-cyanopropylidene)hydrazino]benzyl}-1,3-oxazolidin-2-one | HCID 70196055 | 93.2% |
Reaction Steps
1M aqu. HCl (4.0 ml) was added to a solution of the product from step (a) (2.4 g) in water (35 ml). 3-Cyanopropanal diethylacetal (Aldrich, 1.7 g) was added at room temperature and the mixture stirred for 2 hours. Further acetal (0.20 g) was added and the mixture stirred for another 20 minutes. The aqueous phase was decanted from the resulting gum and extracted with ethyl acetate. The extracts were combined with the gum and evaporated in vacuo to give the desired product (2.5 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05466699 |
| Source dataset | uspto-grants-1995_11 |
| ORD ID | ord-5eb1667582f14e4e906ee78fa1c028b2 |
| Source note | uspto-grants-1995_11 |