4,4-Diaminodiphenylmethane → 1-(4-Nitrophenyl)-3-[4-[[4-[(4-nitrophenyl)carbamothioylamino]phenyl]methyl]phenyl]thiourea

HRID 1857599

Reaktionsgleichung

Reaktionsgleichung von HRID 1857599
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]=[C:11]=[S:12])=[CH:6][CH:5]=1)([O-:3])=[O:2].[CH:13]1[C:18]([CH2:19][C:20]2[CH:25]=[CH:24][C:23]([NH2:26])=[CH:22][CH:21]=2)=[CH:17][CH:16]=[C:15]([NH2:27])[CH:14]=1>O1CCOCC1>[CH2:19]([C:20]1[CH:25]=[CH:24][C:23]([NH:26][C:11]([NH:10][C:7]2[CH:6]=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:9][CH:8]=2)=[S:12])=[CH:22][CH:21]=1)[C:18]1[CH:13]=[CH:14][C:15]([NH:27][C:11]([NH:10][C:7]2[CH:6]=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:9][CH:8]=2)=[S:12])=[CH:16][CH:17]=1

Komponenten

4

Edukt 2

HCID 75774,4-DiaminodiphenylmethaneHCID 75044Benzene, 1-isothiocyanato-4-nitro-

Produkt 1

HCID 64813501-(4-Nitrophenyl)-3-[4-[[4-[(4-nitrophenyl)carbamothioylamino]phenyl]methyl]phenyl]thiourea

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel2×

Versuchsvorschrift

A solution of 4-nitrophenyl isothiocyanate (0.45 g, 2.52 mmol) in dioxane (25 mL) is slowly added, with magnetic stirring, to a solution of 4,4'-diaminodiphenyl methane (0.25 g, 1.26 mmol) in dioxane (10 mL). After 24 hours of stirring at room temperature, the solvent is removed by vacuum evaporation. The solid obtained is washed with n-hexane (3×25 mL) and isopropanol (3×10 mL). Next, the solid is dissolved in ethyl acetate (50 mL) and washed with water (3×25 mL). The organic phase is dried with sodium sulfate. The solvent is removed by vacuum evaporation. The titled compound is obtained as a yellow powder. mp: 115° C.

Aufarbeitung

  1. customthe solvent is removed by vacuum evaporation
  2. customThe solid obtained
  3. washis washed with n-hexane (3×25 mL) and isopropanol (3×10 mL)
  4. dissolutionNext, the solid is dissolved in ethyl acetate (50 mL)
  5. washwashed with water (3×25 mL)
  6. dry with materialThe organic phase is dried with sodium sulfate
  7. customThe solvent is removed by vacuum evaporation

Quellen und Nachweise

ORD-Eintrag
ord-99c82563287f4567a78407e5a3ea2560
Quelldatensatz
uspto-grants-2000_11
Patentnummer
US06147116

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