4-Hydroxybenzaldehyde → HCID 178515894, Verbindung

HRID 628573

Reaktionsgleichung

Reaktionsgleichung von HRID 628573
[C:1]1([C:9]2[CH:14]=[CH:13][C:12]([NH2:15])=[C:11]([NH2:16])[CH:10]=2)[CH:6]=[CH:5][C:4]([NH2:7])=[C:3]([NH2:8])[CH:2]=1.[OH:17][C:18]1[CH:25]=[CH:24][C:21]([CH:22]=O)=[CH:20][CH:19]=1>>[NH:15]1[C:12]2[CH:13]=[CH:14][C:9]([C:1]3[CH:6]=[CH:5][C:4]4[NH:7][C:22]([C:21]5[CH:24]=[CH:25][C:18]([OH:17])=[CH:19][CH:20]=5)=[N:8][C:3]=4[CH:2]=3)=[CH:10][C:11]=2[N:16]=[C:22]1[C:21]1[CH:24]=[CH:25][C:18]([OH:17])=[CH:19][CH:20]=1

Komponenten

3

Edukt 2

HCID 1264-HydroxybenzaldehydeHCID 70713,3'-Diaminobenzidine

Produkt 1

HCID 178515894HCID 178515894, VerbindungAusbeute 6 %

Reaktionsbedingungen

Temperatur
160 °C

Versuchsvorschrift

A mixture of biphenyl-3,3′,4,4′-tetraamine (214 mg, 2.0 mmol), 4-hydroxybenzaldehyde (489 mg, 4.0 mmol) and Na2S2O5 (380 mg, 2.00 mmol) in IMS-H2O (3:1, 20 mL) was heated under microwave irradiation for 160° C. for 10 min, then 180° C. for 10 min. The mixture was filtered and washed with IMS. H2O was added to the filtrate, and the resulting white precipitate was filtered, and washed with water and Et2O. Column chromatography of the crude solid (EtOAc to 95:5 EtOAc-MeOH) afforded the product as a yellow solid (50 mg, 6%).

Aufarbeitung

  1. filtrationThe mixture was filtered
  2. washwashed with IMS
  3. additionH2O was added to the filtrate
  4. filtrationthe resulting white precipitate was filtered
  5. washwashed with water and Et2O

Quellen und Nachweise

ORD-Eintrag
ord-aaa5605af6ad4fc98cc414a257fc9a0d
Quelldatensatz
uspto-grants-2016_04
Patentnummer
US09314456B2

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