5-Amino-2-methylphenol → 4-(3-Hydroxy-4-methylanilino)-7-methoxycinnoline

HRID 7484

Reaktionsgleichung

Reaktionsgleichung von HRID 7484
Cl.Cl[C:3]1[C:12]2[C:7](=[CH:8][C:9]([O:13][CH3:14])=[CH:10][CH:11]=2)[N:6]=[N:5][CH:4]=1.[OH:15][C:16]1[CH:17]=[C:18]([CH:20]=[CH:21][C:22]=1[CH3:23])[NH2:19]>CC(O)CCC>[OH:15][C:16]1[CH:17]=[C:18]([CH:20]=[CH:21][C:22]=1[CH3:23])[NH:19][C:3]1[C:12]2[C:7](=[CH:8][C:9]([O:13][CH3:14])=[CH:10][CH:11]=2)[N:6]=[N:5][CH:4]=1

Komponenten

4

Edukt 2

HCID 178185-Amino-2-methylphenolHCID 219910204-Chloro-7-methoxycinnoline hydrochloride

Produkt 1

HCID 219910104-(3-Hydroxy-4-methylanilino)-7-methoxycinnoline

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 223862-PentanolLösungsmittel

Versuchsvorschrift

A suspension of 4-chloro-7-methoxycinnoline hydrochloride (196 mg, 0.85 mmol) and 3-hydroxy-4-methylaniline (123 mg, 1 mmol) in 2-pentanol (5 ml) was heated at reflux for 2 hours. After cooling, the solid was filtered off, washed with isopropanol, ether and dried under vacuum to give 4-(3-hydroxy-4methylanilino)-7-methoxycinnoline as the hydrochloride salt (yellow solid, 215 mg, 80%).

Aufarbeitung

  1. temperaturewas heated
  2. temperatureat reflux for 2 hours
  3. temperatureAfter cooling
  4. filtrationthe solid was filtered off
  5. washwashed with isopropanol, ether
  6. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-6d27b32ced974eb7a6b88307c6cfb13f
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07087602B2

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