HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 86593926, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 6-Amino-1,3-benzoxazole-2(3H)-thione | HCID 13627345 | — |
| Reactant | HCID 16110249 | HCID 16110249 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 86593926 | HCID 86593926 | 61.9% |
Reaction Steps
To a stirred solution of 0.3 g (1.8 mmol) of 6-amino-3H-benzoxazole-2-thione [J. Org. Chem., 19; 758. (1954)] and 0.6 ml (4.3 mmol) of triethylamine in 20 ml of chloroform 0.5 g (1.8 mmol) of (4-benzyl-piperidine-1-yl)-oxo-acetyl chloride (Example 38c) in 10 ml of chloroform is added dropwise at 0° C. The reaction mixture is stirred at room temperature for 1 hour, then washed with water and the organic layer is concentrated. The residue is purified by column chromatography using Kieselgel 60 (Merck) as adsorbent and toluene:methanol=4:1 as eluent to yield 0.46 g (61.9%) of the title compound. Melting Point: 203° C. (isopropanol)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07435744B2 |
| Source dataset | uspto-grants-2008_10 |
| ORD ID | ord-db05cfc681a14972af70efff1624ced7 |
| Source note | uspto-grants-2008_10 |