Carbon Disulfide → HCID 86224690, Verbindung

HRID 1863937Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1863937
Cl.Cl.[CH3:3][C:4]1[NH:8][N:7]=[C:6]([CH2:9][CH2:10][NH2:11])[N:5]=1.[OH-].[Na+].[C:14](=S)=[S:15].ClC(OCC)=O>O.C(O)C.C(O)(=O)C>[CH3:3][C:4]1[N:5]=[C:6]2[N:7]([C:14](=[S:15])[NH:11][CH2:10][CH2:9]2)[N:8]=1

Komponenten

8

Edukt 4

HCID 6348Carbon DisulfideHCID 10928Ethyl chloroformateHCID 14798Sodium HydroxideHCID 53407543HCID 53407543, Verbindung

Produkt 1

HCID 86224690HCID 86224690, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 176Acetic AcidLösungsmittelHCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

A solution of 1.99 g (10 mmol) of 2-(5-methyl-1,2,4-triazol-3-yl)ethanamine dihydrochloride in a mixture of 13 mL of water and 7 mL (35 mmol) of 5N sodium hydroxide aqueous solution was stirred under nitrogen at room temperature as a solution of 5.4 mL of carbon disulfide in 30 mL of dry ethanol was added dropwise over about 30 minutes. After 5 h, the excess carbon disulfide was removed by rotary evaporation. The resulting solution was stirred under nitrogen at room temperature as 1.08 mL (1.23 g, 11 mmol) of ethyl chloroformate was added dropwise over about 10 minutes. Stirring at room temperature was continued overnight. The solution was partially concentrated to remove the ethanol, resulting in precipitation. The pH was made slightly acidic by addition of acetic acid. Then the solid was collected on a filter, washed with a small volume of water, and dried to give the title compound as a solid. LC-MS 169 (M+1).

Aufarbeitung

  1. additionwas added dropwise over about 30 minutes
  2. customthe excess carbon disulfide was removed by rotary evaporation
  3. additionwas added dropwise over about 10 minutes
  4. waitwas continued overnight
  5. concentrationThe solution was partially concentrated
  6. customto remove the ethanol
  7. customresulting in precipitation
  8. customThen the solid was collected on a filter
  9. washwashed with a small volume of water
  10. customdried

Quellen und Nachweise

ORD-Eintrag
ord-91b1f9edb73148b19811eb9c9c5abf0b
Quelldatensatz
uspto-grants-2009_12
Patentnummer
US07625888B2

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