Water → 5-Amino-1-(2-carbamoyloxyethyl)pyrazole

HRID 1710286Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1710286
C([NH:3][C:4]1[N:8]([CH2:9][CH2:10][OH:11])[N:7]=[CH:6][CH:5]=1)=O.ClS([N:16]=[C:17]=[O:18])(=O)=O.O.[OH-].[Na+]>C(#N)C>[NH2:3][C:4]1[N:8]([CH2:9][CH2:10][O:11][C:17](=[O:18])[NH2:16])[N:7]=[CH:6][CH:5]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 14798Sodium Hydroxide2×HCID 70918Chlorosulfonyl isocyanateHCID 150777375-Formamido-1-(2-hydroxyethyl)pyrazole

Produkt 1

HCID 229167665-Amino-1-(2-carbamoyloxyethyl)pyrazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

To a suspension of 5-formamido-1-(2-hydroxyethyl)pyrazole (1 g) in acetonitrile (50 ml) was added dropwise chlorosulfonyl isocyanate (0.77 ml) at -15° C.~-20° C. The mixture was stirred for 3 hours under ice-cooling. To the reaction mixture was added water (1 ml) and kept to stand overnight. The solution was adjusted to pH 7.5 with 5N-sodium hydroxide solution and then adjusted to pH 8.5 with 1N-sodium hydroxide solution. The organic layer was separated and the aqueous layer was extracted with tetrahydrofuran. The extract and said organic layer were combined and dried over magnesium sulfate. The solvent was distilled off and the residue was crystallized from ethyl acetate to give 5-amino-1-(2-carbamoyloxyethyl)pyrazole (0.60 g).

Aufarbeitung

  1. temperaturecooling
  2. waitto stand overnight
  3. customThe organic layer was separated
  4. extractionthe aqueous layer was extracted with tetrahydrofuran
  5. extractionThe extract
  6. dry with materialdried over magnesium sulfate
  7. distillationThe solvent was distilled off
  8. customthe residue was crystallized from ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-cc7f4d554ddf47d4b70cbef4cdaa8924
Quelldatensatz
uspto-grants-1990_08
Patentnummer
US04952578

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