tert-Butyl N,N-dipropan-2-ylcarbamimidate → HCID 178450703, Verbindung

HRID 839021Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 839021
[NH2:1][CH:2]1[C:25](=[O:26])[N:4]2[C:5]([C:22]([OH:24])=[O:23])=[C:6]([CH:9]([S:16][C:17]3[NH:21][N:20]=[N:19][N:18]=3)[CH2:10][CH2:11][S:12](=[O:15])(=[O:14])[NH2:13])[CH2:7][S:8][C@H:3]12.[C:27](OC(=N)N(C(C)C)C(C)C)([CH3:30])([CH3:29])[CH3:28]>C(Cl)Cl>[C:27]([O:23][C:22]([C:5]1[N:4]2[C:25](=[O:26])[CH:2]([NH2:1])[C@H:3]2[S:8][CH2:7][C:6]=1[CH:9]([S:16][C:17]1[NH:18][N:19]=[N:20][N:21]=1)[CH2:10][CH2:11][S:12](=[O:14])(=[O:15])[NH2:13])=[O:24])([CH3:30])([CH3:29])[CH3:28]

Komponenten

4

Edukt 2

HCID 22010542tert-Butyl N,N-dipropan-2-ylcarbamimidateHCID 178508099HCID 178508099, Verbindung

Produkt 1

HCID 178450703HCID 178450703, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

To a suspension of 21.1 g (0.05 mol.) of 7-amino-3-[1-(2-sulfamoylethyl)tetrazol-5-ylthiomethyl]-3-cephem-4-carboxylic acid in 500 ml. of dry methylene chloride is added in one portion a solution of 30.0 g. (0.15 mol.) of O-t-butyldiisopropylpseudourea in 50 ml. of methylene chloride. The mixture is stirred at ambient temperature for 24 hours. The precipitate is removed by filtration and the filtrate evaporated to a residue which is taken up in 200 ml. of benzene and filtered again. The filtrate is extracted with three 100 ml. portions of cold 1N hydrochloric acid. The acidic aqueous extracts are layered with ethyl acetate and the pH adjusted to 7.5 with solid sodium bicarbonate. The organic layer is separated and the aqueous phase is extracted with two 150 ml. portions of ethyl acetate. The combined extracts are dried (MgSO4), filtered and evaporated to give 7-amino-3-[1-(2-sulfamoylethyl)tetrazol-5-ylthiomethyl]-3-cephem-4-carboxylic acid t-butyl ester.

Aufarbeitung

  1. customThe precipitate is removed by filtration
  2. customthe filtrate evaporated to a residue which
  3. filtrationof benzene and filtered again
  4. extractionThe filtrate is extracted with three 100 ml
  5. customThe organic layer is separated
  6. extractionthe aqueous phase is extracted with two 150 ml
  7. dry with materialThe combined extracts are dried (MgSO4)
  8. filtrationfiltered
  9. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-45f418a430af4c4d84c146ea2d44ca33
Quelldatensatz
uspto-grants-1978_06
Patentnummer
US04093723

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