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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 987549Erstellt: 24. Oktober 2026

Hydrochloric Acid → 4-(4-Hydroxyanilino)-6-(2-chloro-5-methylanilino)pyrimidine

https://huagongshe.com/de/reaction/987549

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
Edukt2-Chloro-5-methylanilineHCID 66770—
Edukt4-(4-Hydroxyanilino)-6-chloropyrimidineHCID 18009128—
Lösungsmittel1-ButanolHCID 263—
Produkt4-(4-Hydroxyanilino)-6-(2-chloro-5-methylanilino)pyrimidineHCID 1146156984%

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06632820B1
Quelldatensatzuspto-grants-2003_10
ORD IDord-dbb5a656396d4342825bdfb7d63b6930
Quellennotizuspto-grants-2003_10