2-Methylpropylenediamine → Benzonitrile, 4-[(2-amino-2-methylpropyl)amino]-

HRID 1259323Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1259323
F[C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][CH:3]=1.[CH3:10][C:11]([NH2:15])([CH3:14])[CH2:12][NH2:13]>CO>[NH2:15][C:11]([CH3:14])([CH3:10])[CH2:12][NH:13][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][CH:3]=1

Komponenten

4

Edukt 2

HCID 131282-MethylpropylenediamineHCID 145174-Fluorobenzonitrile

Produkt 1

HCID 68731979Benzonitrile, 4-[(2-amino-2-methylpropyl)amino]-Ausbeute 88 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

4-Fluorobenzonitrile (7.0 g, 58 mmol) and 2-methylpropane-1,2-diamine (14 g, 160 mmol) were heated in a sealed vial in a microwave reactor (Biotage) at 180° C. for 25 minutes in two batches. Each batch was dissolved in methanol (50 mL) and then concentrated with silica to dryness. Flash chromatography on silica of each batch with neat acetonitrile and 2% triethylamine in acetonitrile as eluents gave 4-(2-amino-2-methylpropylamino)benzonitrile (9.58 g, 88% combined yield) as a white solid.

Aufarbeitung

  1. concentrationconcentrated with silica to dryness

Quellen und Nachweise

ORD-Eintrag
ord-0ba2b9d3241d4aa58a9a8c4131757a29
Quelldatensatz
uspto-grants-2013_06
Patentnummer
US08466284B2

Notizen zur Reaktion

Wird geladen…