Potassium Hydroxide → 1-Methyl-5-(3-cyclohexylcarbonylpropyl)thio-1,2,3,4-tetrazole

HRID 1758311Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1758311
[CH3:1][N:2]1[C:6](Cl)=[N:5][N:4]=[N:3]1.[CH:8]1([C:14]([CH2:16][CH2:17][CH2:18][SH:19])=[O:15])[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1.[OH-].[K+]>CO>[CH3:1][N:2]1[C:6]([S:19][CH2:18][CH2:17][CH2:16][C:14]([CH:8]2[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]2)=[O:15])=[N:5][N:4]=[N:3]1

Komponenten

5

Edukt 3

HCID 14797Potassium HydroxideHCID 205098305-chloro-1-methyl-1H-1,2,3,4-tetrazoleHCID 205098493-Mercaptopropyl cyclohexyl ketone

Produkt 1

HCID 130916241-Methyl-5-(3-cyclohexylcarbonylpropyl)thio-1,2,3,4-tetrazoleAusbeute 21,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

1-Methyl-5-chloro-1,2,3,4-tetrazole (1.4 g) and 3-mercaptopropyl cyclohexyl ketone (1.9 g) are dissolved in methanol (50 ml) and potassium hydroxide (0.8 g) is added to the solution. The mixture is refluxed for 5 hours. Methanol is distilled off and water is added to the residue. The mixture is extracted with chloroform. The chloroform solution is washed with dil. aqueous sodium hydroxide, water and saturated aqueous sodium chloride and dried over sodium sulfate. Chloroform is distilled off and the residue is purified by column chromatography (Wakogel C-200, eluant: chloroform) to obtain 1-methyl-5-(3-cyclohexylcarbonylpropyl)thio-1,2,3,4-tetrazole (0.6 g) as colorless liquid, nD12 =1.5267.

Aufarbeitung

  1. temperatureThe mixture is refluxed for 5 hours
  2. distillationMethanol is distilled off
  3. additionwater is added to the residue
  4. extractionThe mixture is extracted with chloroform
  5. washThe chloroform solution is washed with dil. aqueous sodium hydroxide, water and saturated aqueous sodium chloride
  6. dry with materialdried over sodium sulfate
  7. distillationChloroform is distilled off
  8. customthe residue is purified by column chromatography (Wakogel C-200, eluant: chloroform)

Quellen und Nachweise

ORD-Eintrag
ord-f0ca18c9cd37484ab18f0e83a24459db
Quelldatensatz
uspto-grants-1983_02
Patentnummer
US04372953

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