HuagongsheHuagongshe Chemistry Print Report · For research reference only
o-Phenetidine → HCID 58228561, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | o-Phenetidine | HCID 7203 | — |
| Reactant | Propionyl chloride | HCID 62324 | — |
| Reactant | 2-Amino-4-chlorobenzoic acid | HCID 66646 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Solvent | Phosphorus trichloride | HCID 24387 | — |
| Product | HCID 58228561 | HCID 58228561 | — |
Reaction Steps
Briefly, 2-amino-4-chlorobenzoic acid was acylated with propionyl chloride in triethylamine (TEA) and tetrahydrofuran (THF). The acylated compound was refluxed with 2-ethoxyaniline in phosphorus trichloride and toluene to produce 2-ethyl-7-chloro-3-(2-ethoxyphenyl)quinazolin-4(3H)-one. The 2-ethyl-7-chloro-3-(2-ethoxyphenyl)quinazolin-4(3H)-one was brominated with N-bromosuccinimide (NBS) in carbon tetrachloride, the product of which was subsequently reacted with piperazine in THF. The piperazinyl moiety was acylated with 4-chlorophenoxyacetyl chloride in THF and TEA to yield the final product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08575143B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-dbd1e885f4204bb1b3c7103ab07b5adf |
| Source note | uspto-grants-2013_11 |