Formaldehyde → 3-(4-chlorophenylthio)-1-[N-(6-chloro-3-pyridylmethyl)-N-ethylamino]-1-methylamino-2-nitro-1-propene

HRID 1755681

Reaktionsgleichung

Reaktionsgleichung von HRID 1755681
[Cl:1][C:2]1[N:7]=[CH:6][C:5]([CH2:8][N:9]([C:12]([NH:17][CH3:18])=[CH:13][N+:14]([O-:16])=[O:15])[CH2:10][CH3:11])=[CH:4][CH:3]=1.[Cl:19][C:20]1[CH:25]=[CH:24][C:23]([SH:26])=[CH:22][CH:21]=1.[CH2:27]=O>C(O)C>[Cl:19][C:20]1[CH:25]=[CH:24][C:23]([S:26][CH2:27][C:13]([N+:14]([O-:16])=[O:15])=[C:12]([N:9]([CH2:8][C:5]2[CH:6]=[N:7][C:2]([Cl:1])=[CH:3][CH:4]=2)[CH2:10][CH3:11])[NH:17][CH3:18])=[CH:22][CH:21]=1

Komponenten

5

Edukt 3

HCID 712FormaldehydeHCID 7815p-ChlorothiophenolHCID 86457N-((6-Chloro-3-pyridinyl)methyl)-N-ethyl-N'-methyl-2-nitro-1,1-ethenediamine

Produkt 1

HCID 867488233-(4-chlorophenylthio)-1-[N-(6-chloro-3-pyridylmethyl)-N-ethylamino]-1-methylamino-2-nitro-1-propeneAusbeute 77,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
20 °C

Versuchsvorschrift

A mixture of 1-[N-(6-chloro-3-pyridylmethyl)-N-ethylamino]-1-methylamino-2-nitroethylene (2.71 g), p-chlorothiophenol (1.45 g), 37% aqueous solution of formaldehyde (0.97 g) and ethanol (30 ml) was stirred at 20° C. for 2 hours and under refluxing for 5 hours. The reaction mixture was concentrated and the residue was purified by column chromatography (eluting solvent:dichloromethane-methanol (6:1) to give 3-(4-chlorophenylthio)-1-[N-(6-chloro-3-pyridylmethyl)-N-ethylamino]-1-methylamino-2-nitro-1-propene (Compound No. 31) (3.30 g) as a yellow amorphous.

Aufarbeitung

  1. temperatureunder refluxing for 5 hours
  2. concentrationThe reaction mixture was concentrated
  3. customthe residue was purified by column chromatography (
  4. washeluting solvent

Quellen und Nachweise

ORD-Eintrag
ord-2ee99acdce8e4a8e9a9440bc9ca4934b
Quelldatensatz
uspto-grants-1995_08
Patentnummer
US05438065

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