HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Chloro-6-nitroquinazoline → N-[3-chloro-4-(2-pyridylmethoxy)phenyl]-6-nitro-quinazolin-4-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Chloro-6-nitroquinazoline | HCID 11356257 | — |
| Reactant | 3-Chloro-4-(2-pyridylmethoxy)aniline | HCID 16781212 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | N-[3-chloro-4-(2-pyridylmethoxy)phenyl]-6-nitro-quinazolin-4-amine | HCID 18967699 | 74.8% |
Reaction Steps
4-Chloro-6-nitro-quinazoline 4b crude product (6.06 g, 28.90 mmol) was dissolved in 100 mL of isopropanol, followed by addition of 3-chloro-4-(2-pyridylmethoxy)aniline 4c (7.47 g, 31.8 mmol). The reaction mixture was heated to reflux for 5 hours. The mixture was cooled to room temperature, the solid was precipitated, filtered and the filter cake was washed with ethyl acetate, saturated brine (50 mL) and water (150 mL) successively, dried under vacuum to obtain the title compound N-[3-chloro-4-(2-pyridylmethoxy)phenyl]-6-nitro-quinazolin-4-amine 4d (8.38 g, yield 74.8%) as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09358227B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-3d45d870d25541c0a10c6a14edcd3ebd |
| Source note | uspto-grants-2016_06 |