1,2-Dichloroethane → N'1,N'3-dimethyl-2-(2-methylhydrazono)-N'1,N'3-di(phenylcarbonoselenoyl)malonohydrazide

HRID 1255106Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1255106
[CH3:1][N:2]([C:4](=[Se:11])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)[NH2:3].[CH3:12][NH:13][N:14]=[C:15]([C:19]([OH:21])=O)[C:16](O)=[O:17].[CH2:22](Cl)[CH2:23]Cl>C(Cl)Cl>[CH3:1][N:2]([C:4]([C:23]1[CH:22]=[CH:7][CH:6]=[CH:5][CH:10]=1)=[Se:11])[NH:3][C:16](=[O:17])[C:15](=[N:14][NH:13][CH3:12])[C:19]([NH:3][N:2]([CH3:1])[C:4]([C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][CH:10]=1)=[Se:11])=[O:21]

Komponenten

5

Edukt 3

HCID 111,2-DichloroethaneHCID 553007652-(2-Methylhydrazono)malonic acidHCID 57551066N-methylbenzoselenohydrazide

Produkt 1

HCID 25117166N'1,N'3-dimethyl-2-(2-methylhydrazono)-N'1,N'3-di(phenylcarbonoselenoyl)malonohydrazideAusbeute 61,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

To a solution of N-methylbenzoselenohydrazide, (430 mg, 2.0 mmol) and 2-(2-methylhydrazono)malonic acid (146 mg, 1.0 mmol) in CH2Cl2 (10 mL), was added EDC (480 mg, 2.5 mmol). The mixture was stirred for 1 h at RT. The reaction mixture was diluted with CH2Cl2 (25 mL) and washed with water and brine. The organic layer was dried over MgSO4 and filtered. After removal of the solvent, the product was purified by chromatography column on silica gel (1:1 Hexane: EtOAc and EtOAc) and to give N′1,N′3-dimethyl-2-(2-methylhydrazono)-N′1,N′3-di(phenylcarbonoselenoyl)malonohydrazide; (Compound 13) (330 mg) in 61.5% yield.

Aufarbeitung

  1. washwashed with water and brine
  2. dry with materialThe organic layer was dried over MgSO4
  3. filtrationfiltered
  4. customAfter removal of the solvent
  5. customthe product was purified by chromatography column on silica gel (1:1 Hexane: EtOAc and EtOAc)

Quellen und Nachweise

ORD-Eintrag
ord-9ba1b50eb2a9444aa8781bded225b913
Quelldatensatz
uspto-grants-2013_06
Patentnummer
US08455686B2

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