HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 4(1h)-Quinazolinone,2-[4-(2-chloroethoxy)phenyl]-2,3-dihydro-8-methoxy-3-(4-methoxyphenyl)-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 4-(2-Chloroethoxy)benzaldehyde | HCID 143156 | — |
| Reactant | 2-amino-N-(4-methoxy-phenyl)-3-methoxy-benzamide | HCID 18174430 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 4(1h)-Quinazolinone,2-[4-(2-chloroethoxy)phenyl]-2,3-dihydro-8-methoxy-3-(4-methoxyphenyl)- | HCID 21851081 | 80.5% |
Reaction Steps
To a solution of 20.05 g (0.0736 mol) of 2-amino-N-(4-methoxy-phenyl)-3-methoxy-benzamide in 400 mL of ethanol was added 13.6 g (0.0736 mol) of p-(2-chloro-ethoxy)-benzaldehyde (Frinton Labs), and 10 mL of acetic acid. The reaction mixture was stirred and heated to a mild reflux overnight. After cooling to room temperature, the solvent was evaporated in a rotary evaporator. The residue was dissolved in 300 mL of ethyl acetate and washed with water (4×100 mL). The organic phase was removed, dried over magnesium sulfate, filtered and evaporated to dryness in a rotary evaporator. The residual oil was placed under the vacuum pump, which yielded 26.0 g (mp 122-124° C.) of product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05948775 |
| Source dataset | uspto-grants-1999_09 |
| ORD ID | ord-3dd3a0e6e1824b0d834e0baa14bb7ca3 |
| Source note | uspto-grants-1999_09 |