Ammonia → Malonyldiamide, N,N'-bis(trimethylsilyl)-

HRID 435192Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 435192
C[Si](C)(C)[NH:3][Si:4]([CH3:7])([CH3:6])[CH3:5].[C:10]([NH2:16])(=[O:15])[CH2:11][C:12](N)=[O:13].S(=O)(=O)(O)O.N>S1(C2C(=CC=CC=2)C(=O)N1)(=O)=O.N1C=CC=CC=1.C(OCC)(=O)C>[CH3:5][Si:4]([CH3:7])([CH3:6])[NH:16][C:10](=[O:15])[CH2:11][C:12]([NH:3][Si:4]([CH3:5])([CH3:6])[CH3:7])=[O:13]

Komponenten

8

Edukt 4

HCID 222AmmoniaHCID 1118Sulfuric AcidHCID 7911MalonamideHCID 13838Hexamethyldisilazane

Produkt 1

HCID 554458Malonyldiamide, N,N'-bis(trimethylsilyl)-Ausbeute 99.004,203 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 5143SaccharinKatalysatorHCID 1049PyridineLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

7.5 ml (36 mmoles) of hexamethyldisilazane were added to a refluxing mixture of 3.06 g (0.03 mmole) of malonamide, 18.3 mg (0.1 mmole) of saccharin, 50 ml of ethyl acetate and 5 ml of pyridine and by titrating with 1 N sulfuric acid the ammonia evolved, it was found that 30 mmoles were expelled after refluxing for one hour. Volatile material was vacuum evaporated and the residue, which crystallized upon standing, was dried in vacuo to obtain 7.32 g (99%) of N,N'-bis-(trimethylsilyl)-malonamide melting at 72°-76° C. NMR Spectrum (CDCl3): Δ0.24 (s, 18H); 3.20 (s, 2H); 6.5 (broad, 2H).

Aufarbeitung

  1. temperatureafter refluxing for one hour
  2. customevaporated
  3. customthe residue, which crystallized
  4. customwas dried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-26864b483c4f4499ba9816be3ef8ef45
Quelldatensatz
uspto-grants-1983_08
Patentnummer
US04400509

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