HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Aminophenol → 2-Ethyl-4-nitro-1,3-benzoxazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Aminophenol | HCID 5801 | — |
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | Ethyl orthopropionate | HCID 66995 | — |
| Reactant | 2-Amino-3-Nitrophenol | HCID 4115495 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 2-Ethyl-4-nitro-1,3-benzoxazole | HCID 12071588 | — |
Reaction Steps
A mixture of 2-amino-3-nitrophenol (1 eq.), triethyl orthopropionate (2 eq.) and p-toluene sulphonic acid (in a catalytic quantity) is stirred at 110° C. until disappearance of the aminophenol is verified by thin layer chromatography (2 hours). After cooling down, the reaction mixture is taken up in toluene followed by evaporating under vacuum then treating with isopropanol. The resulting precipitate is collected by filtration, followed by washing with isopropanol and isopentane, then drying under reduced pressure in order to produce a violet-brown solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07279467B2 |
| Source dataset | uspto-grants-2007_10 |
| ORD ID | ord-26b2dfd6961b42f2b1d5e1a24487a78c |
| Source note | uspto-grants-2007_10 |