HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydantoin → 5-[(3-Phenylmethoxy-4-methoxyphenyl)methylene]-2,4-imidazolidinedione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydantoin | HCID 10006 | — |
| Reactant | 3-Benzyloxy-4-methoxybenzaldehyde | HCID 80671 | — |
| Reactant | Sodium Acetate | HCID 517045 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | 5-[(3-Phenylmethoxy-4-methoxyphenyl)methylene]-2,4-imidazolidinedione | HCID 53829032 | 45.5% |
Reaction Steps
A mixture of 24.43 g (100 moles) of 3-phenylmethoxy-4-methoxybenzaldehyde (Berichte 67, 1214/1934/), 10.01 g. (100 mmoles) of hydantoin, 38 ml of anhydrous acetic acid and 19.5 g of anhydrous sodium acetate is heated to 140° C. with shaking and the solution obtained is refluxed at 158°-162° C. for 2.5 hours, then cooled and poured into 250 ml of ice-water. The gum obtained becomes crystalline after 30 minutes. The crystals are filtered, washed successively with water, ethanol and ether and dried to give 14.75 g (45.5%) of the title compound, m.p. 249°-251° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04308278 |
| Source dataset | uspto-grants-1981_12 |
| ORD ID | ord-73f09316f329441bbe70c2b8ab689d4c |
| Source note | uspto-grants-1981_12 |