HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → (Pyren-1-ylmethylene)malononitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Malononitrile | HCID 8010 | — |
| Reactant | 1-Pyrenecarboxaldehyde | HCID 232848 | — |
| Reactant | Ammonium Acetate | HCID 517165 | — |
| Solvent | Benzene | HCID 241 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Chlorobenzene | HCID 7964 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (Pyren-1-ylmethylene)malononitrile | HCID 290168 | — |
Reaction Steps
About 100 grams (0.434 moles) pyrene-1-carboxaldehyde, about 28.7 grams (0.434 moles) malononitrile, about 10.4 milliliters acetic acid, about 3.48 grams ammonium acetate and about 400 milliliters benzene are heated to boiling under reflux conditions for 30 minutes. The entire contents of the flask crystallized, forming a deep orange red product which is soluble in -tetrahydrofuran, moderately soluble in ethanol and very soluble in chlorobenzene. This product is recrystallized from a mixture of chlorobenzene and ethanol (30:70). Yield: 104.4 grams m. p 248°-250° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04046563 |
| Source dataset | uspto-grants-1977_09 |
| ORD ID | ord-594a1e39b8c946db91723e8bd20b0ad2 |
| Source note | uspto-grants-1977_09 |