HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → Quinazoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Guanidine Hydrochloride | HCID 5742 | — |
| Reactant | 2-Chloro-4-methoxy-6-nitrobenzaldehyde | HCID 22107461 | — |
| Catalyst | Iron | HCID 23925 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | Quinazoline | HCID 9210 | — |
Reaction Steps
The nitro group of 2-nitro-4-methoxy-6-chlorobenzaldehyde (1 equivalent) is reduced to the amine by refluxing in benzene or ethanol with iron powder (the powder having been pretreated with concentrated hydrochloric acid). This amine is then treated with guanidine hydrochloride as described above (step k) to yield the quinazoline (COMPOUND XXIII) which is purified by column chromatography and/or crystallization. Benzoylation of this product is performed as described above (step d), to yield COMPOUND XXII.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05844110 |
| Source dataset | uspto-grants-1998_12 |
| ORD ID | ord-9c020874a93547de96d5d5068091a6a9 |
| Source note | uspto-grants-1998_12 |