HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → 4-[(3,4-Dichloro-6-fluorophenyl)amino]-6-aminoquinazoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Hydrazine hydrate (1:1) | HCID 24654 | — |
| Reactant | 4-[(3,4-Dichloro-6-fluorophenyl)amino]-6-nitroquinazoline | HCID 15480998 | — |
| Catalyst | Nickel | HCID 935 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | 4-[(3,4-Dichloro-6-fluorophenyl)amino]-6-aminoquinazoline | HCID 11544325 | — |
Reaction Steps
A solution of 4-[(3,4-dichloro-6-fluorophenyl)amino]-6-nitroquinazoline (1.09 mmol) in 18 ml 9:1 ethanol:water and 11 ml iso-propylalcohol was heated to reflux temperature. 250 μl hydrazine hydrate and 0.5 ml Raney®Nickel (in water) were added thereafter. After 30 minutes, additional 50 μl of hydrazine hydrate was added, and the reflux was maintained for 20 minutes. Filtration, evaporation and silica gel chromatography (using 90% CH2Cl2/10% MeOH as elute) gave 4-[(3,4-dichloro-6-fluorophenyl)amino]-6-aminoquinazoline (compound 2) in 75% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06562319B2 |
| Source dataset | uspto-grants-2003_05 |
| ORD ID | ord-844aa7f08e5f44b1859549839c9092ee |
| Source note | uspto-grants-2003_05 |