Methanol → HCID 53868151, Verbindung

HRID 985911Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 985911
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[C:12]([CH3:14])[CH:11]=[CH:10][C:9]=2[S:15]([C:17]2[CH:22]=[CH:21][C:20]([CH3:23])=[CH:19][C:18]=2[C:24]2[CH:29]=[CH:28][C:27]([NH2:30])=[C:26]([N+:31]([O-])=O)[CH:25]=2)=[O:16])=[CH:4][C:3]=1[N+:34]([O-])=O.CO.[S-2].[Na+].[Na+]>O>[NH2:34][C:3]1[CH:4]=[C:5]([C:8]2[CH:13]=[C:12]([CH3:14])[CH:11]=[CH:10][C:9]=2[S:15]([C:17]2[CH:22]=[CH:21][C:20]([CH3:23])=[CH:19][C:18]=2[C:24]2[CH:29]=[CH:28][C:27]([NH2:30])=[C:26]([NH2:31])[CH:25]=2)=[O:16])[CH:6]=[CH:7][C:2]=1[NH2:1]

Komponenten

5

Edukt 3

HCID 887MethanolHCID 14804Sodium SulfideHCID 53642139(4-Amino-3-nitrophenyl)-4-methylphenyl sulfoxide

Produkt 1

HCID 53868151HCID 53868151, VerbindungAusbeute 91 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

To a suspension of 21.2 g. (0.076 moles) of (4-amino-3-nitrophenyl)-4-methylphenyl sulfoxide in 80 ml. of methanol a solution of 22 g. (0.17 moles) of sodium sulfide of 60% purity in 25 ml. of water is added in one hour, under boiling. The reaction mixture is refluxed for 3 hours, and the progress of the reaction is monitored by thin layer chromatography. Thereafter 1 g. of celite is added to the reaction mixture, which is then filtered while hot. The filtrate is diluted with 50 ml. of water, and is slowly cooled to room temperature. The precipitate is filtered off, and the substance remaining on the filter is washed base-free with water. The product is then dried at 50° to 60° C. to yield 17 g. of the title compound, melting at 131° to 132° C.

Aufarbeitung

  1. additionTo a suspension of 21.2 g
  2. temperatureThe reaction mixture is refluxed for 3 hours
  3. additionof celite is added to the reaction mixture, which
  4. filtrationis then filtered while hot
  5. additionThe filtrate is diluted with 50 ml
  6. filtrationThe precipitate is filtered off
  7. washis washed base-free with water
  8. customThe product is then dried at 50° to 60° C.
  9. customto yield 17 g

Quellen und Nachweise

ORD-Eintrag
ord-9f695afc94af458998a7c95fd81ec96b
Quelldatensatz
uspto-grants-1987_12
Patentnummer
US04710323

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