Methyl 2-isothiocyanatoacetate → Methyl 2-[(2-{1-[5-(3,4-dichlorophenyl)-4-hydroxythiophen-3-yl]-ethylidene}-hydrazinocarbonothioyl)amino]acetate

HRID 1039124

Reaktionsgleichung

Reaktionsgleichung von HRID 1039124
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[S:10][CH:11]=[C:12]([C:15](=[N:17][NH2:18])[CH3:16])[C:13]=2[OH:14])[CH:5]=[CH:6][C:7]=1[Cl:8].[N:19]([CH2:22][C:23]([O:25][CH3:26])=[O:24])=[C:20]=[S:21].CO.O>CN(C)C=O>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[S:10][CH:11]=[C:12]([C:15](=[N:17][NH:18][C:20]([NH:19][CH2:22][C:23]([O:25][CH3:26])=[O:24])=[S:21])[CH3:16])[C:13]=2[OH:14])[CH:5]=[CH:6][C:7]=1[Cl:8]

Komponenten

5

Edukt 3

HCID 140795Methyl 2-isothiocyanatoacetateHCID 22242641Methanol--water (1/1)HCID 714052582-(3,4-Dichlorophenyl)-4-(1-hydrazinylideneethyl)thiophene-3-ol

Produkt 1

HCID 72989195Methyl 2-[(2-{1-[5-(3,4-dichlorophenyl)-4-hydroxythiophen-3-yl]-ethylidene}-hydrazinocarbonothioyl)amino]acetateAusbeute 0,72 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

A solution of 2-(3,4-dichlorophenyl)-4-(1-hydrazonoethyl)thiophen-3-ol (30 mg, 0.10 mmol) prepared in Reference Synthetic Example 1 and methyl 2-isothiocyanatoacetate (20 mg, 0.15 mmol) in dimethyl formamide (300 μL) was stirred at room temperature, 40° C. and 50° C. for 2 hours, respectively. After addition of methanol-water, the solution was stirred at room temperature for 0.5 hour, and the resulting crystals were collected by filtration as the desired product (yield 0.72%).

Aufarbeitung

  1. stirringthe solution was stirred at room temperature for 0.5 hour

Quellen und Nachweise

ORD-Eintrag
ord-174b428f226c401d8f06bcc59d88b3b8
Quelldatensatz
uspto-grants-2013_10
Patentnummer
US08552031B2

Verknüpfte Notizen

Wird geladen…