HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Amino-4-hydroxybenzohydrazide → (R)-2-{4-[(3-Amino-4-hydroxybenzoyl)hydrazonomethyl]-3-methoxyphenoxy}-N-(1-benzylpyrrolidin-3-yl)acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Amino-4-hydroxybenzohydrazide | HCID 585879 | — |
| Reactant | (R)-N-(1-benzylpyrrolidin-3-yl)-2-(4-formyl-3-methoxyphenoxy)acetamide | HCID 54022232 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | (R)-2-{4-[(3-Amino-4-hydroxybenzoyl)hydrazonomethyl]-3-methoxyphenoxy}-N-(1-benzylpyrrolidin-3-yl)acetamide | HCID 70026806 | 70.2% |
Reaction Steps
The above 3-amino-4-hydroxybenzoic acid hydrazide (50 mg, 0.3 mmol) and the above (R)-N-(1-benzylpyrrolidin-3-yl)-2-(4-formyl-3-methoxyphenoxy)acetamide (110 mg, 0.3 mmol) were dissolved in 2-propanol (4 ml) and the mixture was heated at reflux temperature for 16 hours. The cooled mixture was filtered and the precipitate was washed with 2-propanol (2×3 ml) and dried by suction to afford 109 mg (70%) of the title compound as a solid. M.p.: 157-160° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06613942B1 |
| Source dataset | uspto-grants-2003_09 |
| ORD ID | ord-a5538ba0f6434e799a68fb65e142e202 |
| Source note | uspto-grants-2003_09 |