HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 20258679, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | O-Phenylenediamine | HCID 7243 | — |
| Reactant | Ethyl 2-fluoro-3-oxo-3-phenylpropanoate | HCID 12646284 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 20258679 | HCID 20258679 | — |
Reaction Steps
Refluxing of ethyl α-fluorobenzoylacetate (2.25 g, 10 mmol) with o-phenylenediamine (10 mmol) in the mixture of acetic acid and ethanol (25%) for 5 h gave 3-fluoro-1,5-benzodiazepin-2-one derivatives in good yields as follows. ##STR17## wherein X=H, 4-Me, 4-Cl or NO2. It is clear that the first step of this reaction is condensation of carbonyl ketone and amine by losing water and second step is cyclization of their ester with another amine by losing ethanol. When used p-CH3 or p-Cl o-phenylenediamine, these were condensed with α-fluorobenzoylacetate,
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04552694 |
| Source dataset | uspto-grants-1985_11 |
| ORD ID | ord-06e09e79dfb146ff82004ef9b9b3ead1 |
| Source note | uspto-grants-1985_11 |