HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Hydrochloric Acid → 4-(4-Hydroxyanilino)-6-(2-chloro-5-methylanilino)pyrimidine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Hydrochloric Acid | HCID 313 | — |
| Edukt | 2-Chloro-5-methylaniline | HCID 66770 | — |
| Edukt | 4-(4-Hydroxyanilino)-6-chloropyrimidine | HCID 18009128 | — |
| Lösungsmittel | 1-Butanol | HCID 263 | — |
| Produkt | 4-(4-Hydroxyanilino)-6-(2-chloro-5-methylanilino)pyrimidine | HCID 11461569 | 84% |
Reaktionsschritte
The title compound was prepared in a similar manner to that of Reference Example 4 from 4-(4-hydroxyanilino)-6-chloropyrimidine (Reference Example 5) by reaction with 2-chloro-5-methylaniline in butan-1-ol in the presence of catalytic concentrated hydrochloric acid. The mixture was heated at reflux for 18 hours, concentrated and the residue purified by column chromatography eluting with DCMN:MeOH: concentrated ammonia (94:5:1). Yield 84%. NMR: 2.26 (3H, s), 5.85 (1H, s), 6.68 (2H, d), 6.93 (1H, d), 7.19 (2H, d), 7.32 (1H, d), 7.46 (1H, s), 8.09 (1H, s), 8.44 (1H, s), 8.69 (1H, s), 9.11 (1H, s); m/z 327 (MH+).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06632820B1 |
| Quelldatensatz | uspto-grants-2003_10 |
| ORD ID | ord-dbb5a656396d4342825bdfb7d63b6930 |
| Quellennotiz | uspto-grants-2003_10 |