Benzaldehyde → Bis(4-(2-benzalaminoethyl)piperazine-1-thiocarbonyl) Disulfane

HRID 1032000Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1032000
[CH:1](=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:9][CH2:10][CH2:11][N:12]1[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]1.[C:18](=[S:20])=[S:19]>[C-]#N.[C-]#N.[C-]#N.[C-]#N.[C-]#N.[C-]#N.[K+].[K+].[K+].[Fe+3].C(N(CC)CC)C.C(O)C.O>[CH:1](=[N:9][CH2:10][CH2:11][N:12]1[CH2:17][CH2:16][N:15]([C:18]([S:20][S:20][C:18]([N:15]2[CH2:16][CH2:17][N:12]([CH2:11][CH2:10][N:9]=[CH:1][C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)[CH2:13][CH2:14]2)=[S:19])=[S:19])[CH2:14][CH2:13]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

8

Edukt 3

HCID 240BenzaldehydeHCID 6348Carbon DisulfideHCID 8795Aminoethylpiperazine

Produkt 1

HCID 86744207Bis(4-(2-benzalaminoethyl)piperazine-1-thiocarbonyl) Disulfane

Reagenzien, Katalysatoren, Lösungsmittel 4

HCID 26250Potassium ferricyanideKatalysatorHCID 702EthanolLösungsmittel2×HCID 962WaterLösungsmittel2×HCID 8471TriethylamineLösungsmittel

Versuchsvorschrift

10.6 parts of benzaldehyde are added to a solution of 12.9 parts of 1-(2-aminoethyl)piperazine in 24 parts of water and 24 parts of ethanol. 7.6 parts of carbon disulfide are then slowly added dropwise with ice cooling, whereby a precipitate forms. This is again dissolved after dilution with 100 parts each of water and of ethanol by addition of 10.1 parts of triethylamine and oxidized with 33 parts with potassium hexacyanoferrate(III). The product that now precipitates is filtered, washed repeatedly with water and finally with methanol, and dried at 30° C. in vacuum. Obtained are 26 parts of a substance with 56.4% C, 6.3% H, 14.5% N, and 21.5% S (calculated: 57.5% C, 6.2% H, 14.4% N, 21.9% S), which corresponds to the title compound of this Example according to IR and 1H-NMR.

Aufarbeitung

  1. customThe product that now precipitates
  2. filtrationis filtered
  3. washwashed repeatedly with water and finally with methanol
  4. customdried at 30° C. in vacuum
  5. customObtained

Quellen und Nachweise

ORD-Eintrag
ord-d248eaf8c8f946bf876c71d1d6e3a01d
Quelldatensatz
uspto-grants-1990_09
Patentnummer
US04956433

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