HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-bromobutanimide → HCID 57935934, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | 1-Methylhomopiperazine | HCID 228349 | — |
| Reactant | HCID 58228565 | HCID 58228565 | — |
| Catalyst | HCID 178418390 | HCID 178418390 | — |
| Solvent | Carbon Tetrachloride | HCID 5943 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 57935934 | HCID 57935934 | — |
Reaction Steps
Briefly, 2-amino-4-nitrobenzoic acid was acylated with propionyl chloride in triethylamine (TEA) and tetrahydrofuran (THF). The acylated compound was refluxed with 2-ethoxyaniline in phosphorus oxychloride (POCl3) and toluene to produce 2-ethyl-7-nitro-3-(2-ethoxyphenyl)quinazolin-4(3H)-one. The 2-ethyl-7-nitro-3-(2-ethoxyphenyl)quinazolin-4(3H)-one was brominated with N-bromosuccinimide (NBS) in carbon tetrachloride, the product of which was subsequently reacted with N-methylhomopiperazine in THF. The product of this reaction was subjected to hydrogenation conditions using catalytic amounts of Pd/carbon (10% Pd) to afford Compound 10.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08575143B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-b802e5063cb34944b94b1fa810388a94 |
| Source note | uspto-grants-2013_11 |