HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Benzyl-4-piperidone → 1-benzyl-6'-bromo-3',4'-dihydro-spiro[piperidine-4,2'(1H)-quinazoline]-4'-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Benzyl-4-piperidone | HCID 19220 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 2-Amino-5-bromobenzamide | HCID 5019271 | — |
| Catalyst | Sulfuric Acid | HCID 1118 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | 1-benzyl-6'-bromo-3',4'-dihydro-spiro[piperidine-4,2'(1H)-quinazoline]-4'-one | HCID 46077949 | 29.2% |
Reaction Steps
N-benzyl 4-piperidone (1.76 g, 9.3 mmol) and concentrated H2SO4 (2 drops) were added to a solution of 2-amino-5-bromo-benzamide (2 g, 9.3 mmol) dissolved in acetic acid (15 ml). The mixture was stirred at RT for 2 h, then poured into ice water and brought to a pH value of 8-9 with saturated NaHCO3. The white precipitate was filtered off and washed with water, giving 1-benzyl-6′-bromo-3′,4′-dihydro-spiro[piperidine-4,2′(1H)-quinazoline]-4′-one (1.05 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08592444B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-3f6f912293894d7a8cb12452e51fc8eb |
| Source note | uspto-grants-2013_11 |