1,1-Bis(methylthio)-2-nitroethylene → 3-(3-pyridylmethyl)2-nitromethylenetetrahydro-2H-1,3-thiazine

HRID 359504

Reaktionsgleichung

Reaktionsgleichung von HRID 359504
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][NH:8][CH2:9][CH2:10][CH2:11][SH:12])[CH:2]=1.[N+:13]([CH:16]=[C:17](SC)SC)([O-:15])=[O:14]>C(O)C>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][N:8]2[CH2:9][CH2:10][CH2:11][S:12][C:17]2=[CH:16][N+:13]([O-:15])=[O:14])[CH:2]=1

Komponenten

4

Edukt 2

HCID 836231,1-Bis(methylthio)-2-nitroethyleneHCID 13752794N-(3-pyridylmethyl)3-aminopropanethiol

Produkt 1

HCID 539788653-(3-pyridylmethyl)2-nitromethylenetetrahydro-2H-1,3-thiazineAusbeute 48,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of N-(3-pyridylmethyl)3-aminopropanethiol (1.8 g), 1-nitro-2,2-bis(methylthio)ethylene (1.7 g) and ethanol (40 ml) was heated under reflux for 5 hours under a nitrogen stream. After the reaction, about 2/3 by volume of ethanol was distilled off under reduced pressure. Ether was added little by little to the reaction mixture to precipitate crystals. The crystals were collected by filtration, and washed with a mixture of ethanol and ether to give the desired 3-(3-pyridylmethyl)2-nitromethylenetetrahydro 2H 1,3 thiazine (1.2 g).

Aufarbeitung

  1. temperaturewas heated
  2. temperatureunder reflux for 5 hours under a nitrogen stream
  3. customAfter the reaction
  4. distillationabout 2/3 by volume of ethanol was distilled off under reduced pressure
  5. additionEther was added little by little to the reaction mixture
  6. customto precipitate crystals
  7. filtrationThe crystals were collected by filtration
  8. washwashed with a mixture of ethanol and ether

Quellen und Nachweise

ORD-Eintrag
ord-9e68e5905fcf465280bf73c7d8f8a48e
Quelldatensatz
uspto-grants-1991_03
Patentnummer
US05001138

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