Benzoyl isothiocyanate → 1-Benzoyl-3-{2-methoxy-5-[(2-methoxy-ethyl)-methyl-amino]-phenyl}-thiourea

HRID 51840

Reaktionsgleichung

Reaktionsgleichung von HRID 51840
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]([CH2:11][CH2:12][O:13][CH3:14])[CH3:10])=[CH:5][C:4]=1[NH2:15].[C:16]([N:24]=[C:25]=[S:26])(=[O:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>CC(C)=O>[C:16]([NH:24][C:25]([NH:15][C:4]1[CH:5]=[C:6]([N:9]([CH2:11][CH2:12][O:13][CH3:14])[CH3:10])[CH:7]=[CH:8][C:3]=1[O:2][CH3:1])=[S:26])(=[O:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Komponenten

4

Edukt 2

HCID 68284Benzoyl isothiocyanateHCID 227369974-methoxy-N1-(2-methoxy-ethyl)-N1-methyl-benzene-1,3-diamine

Produkt 1

HCID 220157361-Benzoyl-3-{2-methoxy-5-[(2-methoxy-ethyl)-methyl-amino]-phenyl}-thioureaAusbeute 61,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel2×

Versuchsvorschrift

To a stirred solution of 1.89 g (8.99 mmol) 4-methoxy-N1-(2-methoxy-ethyl)-N1-methyl-benzene-1,3-diamine in 60 ml acetone was added dropwise a solution of 1.38 ml (10.3 mmol) benzoyl isothiocyanate in 30 ml acetone and stirring continued at room temperature for 30 minutes. The mixture was then concentrated in vacuo. Trituration in ether afforded 2.05 g (61%) 1-benzoyl-3-{2-methoxy-5-[(2-methoxy-ethyl)-methyl-amino]-phenyl}-thiourea as a yellow solid. ES-MS m/e ((Y)): 374 (M+H+, 100).

Aufarbeitung

  1. concentrationThe mixture was then concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-0697fc9ae5cc4f7d92b2d26b6b40a87e
Quelldatensatz
uspto-grants-2004_03
Patentnummer
US06713499B2

Verknüpfte Notizen

Wird geladen…