Hydroxyamine hydrochloride → HCID 58420951, Verbindung

HRID 2178646Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2178646
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[S:7][C:8]([CH:11]=O)=[CH:9][N:10]=1.Cl.[NH2:14]O>CN(C)C=O>[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[S:7][C:8]([C:11]#[N:14])=[CH:9][N:10]=1

Komponenten

4

Edukt 2

HCID 443297Hydroxyamine hydrochlorideHCID 235606552-(Thiophen-2-yl)-1,3-thiazole-5-carbaldehyde

Produkt 1

HCID 58420951HCID 58420951, VerbindungAusbeute 72,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

6.6 g 2-thiophen-2-yl-thiazole-5-carbaldehyde, 2.8 g hydroxylamine hydrochloride in 45 ml dimethylformamide are heated to 150° C. for 2 hours. The solvent is removed under reduced pressure. The crude product is purified by flash column chromatography in ethylacetate:hexane=1:5. 4.7 g of 2-thiophen-2-yl-thiazole-5-carbonitrile (11) are obtained. 1H (CDCl3): 8.2, 1H, d; 7.6, 1H, d; 7.5, 1H, d; 7.1, 1H, dd. 13C (CDCL3) 166.8 Cq, 152.5 Cq, 135.6 CH, 130.7 CH, 129.0 CH, 128.5 CH, 111.9 Cq 104.4 Cq.

Aufarbeitung

  1. customThe solvent is removed under reduced pressure
  2. customThe crude product is purified by flash column chromatography in ethylacetate

Quellen und Nachweise

ORD-Eintrag
ord-bd375fcecdd443b38aa3ef8f688fa3f6
Quelldatensatz
uspto-grants-2015_06
Patentnummer
US09067942B2

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