HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 135512543, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Anthranilamide | HCID 6942 | — |
| Reactant | Pentanal | HCID 8063 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 135512543 | HCID 135512543 | 57.1% |
Reaction Steps
Anthranilamide (300 mg, 2.20 mmol) was dissolved under argon in dimethylacetamide (5 ml), valeraldehyde (199 mg, 2.31 mmol) and Na2S2O5 (628 mg, 3.31 mmol) were added, and the mixture was stirred under reflux conditions for 4 h. After cooling to room temperature, water was added to the reaction mixture. By suction-filtering and thoroughly drying the solid formed, 2-butylquinazolin-4(3H)-one (254 mg, 54% of theory) was obtained as a colorless solid. 1H NMR (400 MHz, CDCl3 δ, ppm) 8.26 (d, 1H), 7.74 (dd, 1H), 7.69 (d, 1H), 7.46 (dd, 1H), 7.30 (br. s, 1H, NH), 2.75 (t, 2H), 1.82 (quint, 2H), 1.49 (sext, 2H), 1.00 (t, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09006265B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-e745f51339f541aca72476247e208228 |
| Source note | uspto-grants-2015_04 |