3,5-Dichloro-2-isothiocyanatopyridine → Methyl 4-chloro-3-{[(3,5-dichloropyridin-2-yl)carbamothioyl]amino}-2-[(3-hydroxypropyl)amino]benzoate

HRID 1398846

Reaktionsgleichung

Reaktionsgleichung von HRID 1398846
[NH2:1][C:2]1[C:3]([NH:13][CH2:14][CH2:15][CH2:16][OH:17])=[C:4]([CH:9]=[CH:10][C:11]=1[Cl:12])[C:5]([O:7][CH3:8])=[O:6].[Cl:18][C:19]1[C:20]([N:26]=[C:27]=[S:28])=[N:21][CH:22]=[C:23]([Cl:25])[CH:24]=1>O1CCCC1>[Cl:12][C:11]1[CH:10]=[CH:9][C:4]([C:5]([O:7][CH3:8])=[O:6])=[C:3]([NH:13][CH2:14][CH2:15][CH2:16][OH:17])[C:2]=1[NH:1][C:27](=[S:28])[NH:26][C:20]1[C:19]([Cl:18])=[CH:24][C:23]([Cl:25])=[CH:22][N:21]=1

Komponenten

4

Edukt 2

HCID 233404453,5-Dichloro-2-isothiocyanatopyridineHCID 68739849Methyl 3-amino-4-chloro-2-((3-hydroxypropyl)amino]benzoate

Produkt 1

HCID 86632887Methyl 4-chloro-3-{[(3,5-dichloropyridin-2-yl)carbamothioyl]amino}-2-[(3-hydroxypropyl)amino]benzoateAusbeute 61,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A mixture of methyl 3-amino-4-chloro-2-[(3-hydroxypropyl)amino]benzoate (3.13 g, 12.1 mmol) and 3,5-dichloro-2-isothiocyanatopyridine (3.23 g, 15.7 mmol) in tetrahydrofuran (40 mL) was stirred at room temperature for 3 days. The mixture was concentrated in vacuo, and the residue was washed with ethyl acetate/diisopropyl ether to give the title compound as a colorless crystal (3.43 g, 7.4.0 mmol, 61%).

Aufarbeitung

  1. concentrationThe mixture was concentrated in vacuo
  2. washthe residue was washed with ethyl acetate/diisopropyl ether

Quellen und Nachweise

ORD-Eintrag
ord-6ed99848fe104b18915c09e25a317a81
Quelldatensatz
uspto-grants-2014_12
Patentnummer
US08901141B2

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