HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 4-Amino-6-(4-nitrophenoxy)pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 4-Chloro-6-(4-nitrophenoxy)pyrimidine | HCID 14363850 | — |
| Reactant | Ethanol, reaction products with ammonia, distn. residues | HCID 22020343 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | 4-Amino-6-(4-nitrophenoxy)pyrimidine | HCID 22936942 | 33% |
Reaction Steps
4-Chloro-6-(4-nitrophenoxy)pyrimidine (1.04 g, 4.00 mmol) was heated and stirred in an ammonia-ethanol solution (14%, 10 ml) at 110° C. for 15 minutes using an autoclave. The reaction solution was distributed between ethyl acetate and water, the organic layer was washed with 1N aqueous sodium hydroxide, water and saturated brine and dried over anhydrous magnesium sulfate, the drying agent was filtered off and the filtrate was distilled off under reduced pressure. The obtained crude product was subjected to silica gel column chromatography (eluent—ethyl acetate:hexane=1:1), and the fraction containing the target substance was concentrated to obtain the title compound (306 mg, 1.32 mmol, 33%) as colorless crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07612092B2 |
| Source dataset | uspto-grants-2009_11 |
| ORD ID | ord-7b461d775e0f40fb87821eeb3d314427 |
| Source note | uspto-grants-2009_11 |