Phosphorus oxychloride → HCID 178490023, Verbindung

HRID 710510

Reaktionsgleichung

Reaktionsgleichung von HRID 710510
[N:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10]([NH:12][NH2:13])=[O:11])=[CH:9][C:4]=2[NH:3][CH:2]=1.[CH3:14][O:15][C:16]1[CH:17]=[C:18]([CH2:24][CH2:25][C:26](Cl)=O)[CH:19]=[CH:20][C:21]=1[O:22][CH3:23].O=P(Cl)(Cl)Cl>>[CH3:14][O:15][C:16]1[CH:17]=[C:18]([CH:19]=[CH:20][C:21]=1[O:22][CH3:23])[CH2:24][CH2:25][C:26]1[O:11][C:10]([C:8]2[CH:7]=[CH:6][C:5]3[NH:1][CH:2]=[N:3][C:4]=3[CH:9]=2)=[N:12][N:13]=1

Komponenten

4

Edukt 3

HCID 24813Phosphorus oxychlorideHCID 156207023-(3,4-Dimethoxyphenyl)propionyl chlorideHCID 166371191H-benzimidazole-5-carbohydrazide

Produkt 1

HCID 178490023HCID 178490023, Verbindung

Versuchsvorschrift

The compound was synthesized starting from benzimidazol-5-carbohydrazide (176 mg, 1 mmol), TEA (0.153 ml; 1.1 mmol), 3,4-dimethoxyphenylpropionylchloride (228 mg, 1.1 mmol) and POCl3 (0.5 ml; 5.5 mmol) as described in method 1; yield: 0.019 mg (5.4%); MS m/z: 351.3 [M+H]+; 1H-NMR (DMSO d6, 400 MHz): δ 3.04 (t, 2H, 3J=7.5 Hz); 3.23 (t, 2H, 3J=7.5 Hz); 3.69 (s, 6H); 6.78 (dd, 1H, 4J=1.7 Hz, 3J=8.3 Hz); 6.84 (d, 1H, 3J=8.3 Hz); 6.90 (d, 1H, 4J=1.7 Hz); 7.76 (d, 1H, 3J=8.3 Hz); 7.83 (dd, 1H, 4J=1.7 Hz, 3J=8.3 Hz); 8.17 (br s, 1H), 8.40 (s, 1H); HPLC (METHOD [A]): rt 10.29 min (94.2%)

Aufarbeitung

  1. customThe compound was synthesized
  2. customrt 10.29 min (94.2%)

Quellen und Nachweise

ORD-Eintrag
ord-701367b8aa064b6cacf68600e54b6556
Quelldatensatz
uspto-grants-2015_11
Patentnummer
US09181233B2

Verknüpfte Notizen

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