O-Xylene → 3,4-Dichloro-alpha-(2-imidazolin-2-ylaminomethyl)benzyl alcohol

HRID 1576843

Reaktionsgleichung

Reaktionsgleichung von HRID 1576843
[NH2:1][CH2:2][CH:3]([OH:12])[C:4]1[CH:9]=[CH:8][C:7]([Cl:10])=[C:6]([Cl:11])[CH:5]=1.C1(C)C(C)=CC=CC=1.N([C:25]1[NH:26][CH2:27][CH2:28][N:29]=1)[N+]([O-])=O>CC(C)=O>[Cl:11][C:6]1[CH:5]=[C:4]([CH:9]=[CH:8][C:7]=1[Cl:10])[CH:3]([OH:12])[CH2:2][NH:1][C:25]1[NH:29][CH2:28][CH2:27][N:26]=1

Komponenten

5

Edukt 3

HCID 7237O-XyleneHCID 19349alpha-(Aminomethyl)-3,4-dichlorobenzenemethanolHCID 4100422-Nitroamino-2-imidazoline

Produkt 1

HCID 540921273,4-Dichloro-alpha-(2-imidazolin-2-ylaminomethyl)benzyl alcohol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Reaktionsbedingungen

Temperatur
160 °C

Versuchsvorschrift

To a stirred solution of 8 parts of α-(aminomethyl)-3,4-dichlorobenzyl alcohol in 4.5 parts of xylene are added 5.2 parts of 2-(nitramino)-2-imidazoline. The whole is heated in an oil-bath at a temperature of about 160°C. till a clear melt is obtained (about 15 minutes). After cooling to about 60°C., the melt is dissolved in acetone and allowed to crystallize. The precipitated product is filtered off and recrystallized from 20 parts of 4-methyl-2-pentanone, yielding 3,4-dichloro-α-(2-imidazolin-2-ylaminomethyl)benzyl alcohol; m.p. 148°C.

Aufarbeitung

  1. customis obtained (about 15 minutes)
  2. temperatureAfter cooling to about 60°C.
  3. customto crystallize
  4. filtrationThe precipitated product is filtered off
  5. customrecrystallized from 20 parts of 4-methyl-2-pentanone

Quellen und Nachweise

ORD-Eintrag
ord-1eff8b94acc348398a5c6955d0e624e0
Quelldatensatz
uspto-grants-1976_09
Patentnummer
US03983133

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