Bicarbonate Ion → 1,1-Diethyl-3-(2-iodo-6-methyl-8alpha-ergolinyl)urea

HRID 231697

Reaktionsgleichung

Reaktionsgleichung von HRID 231697
[CH3:1][CH2:2][N:3]([C:6]([NH:8][C@@H:9]1[CH2:24][N:23]([CH3:25])[C@H:22]2[C@@H:11]([C:12]3[C:17]4[C:18]([CH2:21]2)=[CH:19][NH:20][C:16]=4[CH:15]=[CH:14][CH:13]=3)[CH2:10]1)=[O:7])[CH2:4][CH3:5].[I:26]N1C(=O)CCC1=O.C(=O)(O)[O-]>O1CCOCC1>[CH2:4]([N:3]([CH2:2][CH3:1])[C:6]([NH:8][C@H:9]1[CH2:10][C@H:11]2[C@@H:22]([CH2:21][C:18]3[C:17]4[C:16](=[CH:15][CH:14]=[CH:13][C:12]2=4)[NH:20][C:19]=3[I:26])[N:23]([CH3:25])[CH2:24]1)=[O:7])[CH3:5]

Komponenten

5

Edukt 3

HCID 769Bicarbonate IonHCID 120273N-IodosuccinimideHCID 443951Terguride

Produkt 1

HCID 135590301,1-Diethyl-3-(2-iodo-6-methyl-8alpha-ergolinyl)ureaAusbeute 76 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

A solution is prepared from 1 mmol of terguride in 20 ml of anhydrous dioxane, combined with about 1.5 ml of N-iodosuccinimide at room temperature and stirred for 30 minutes. The reaction mixture is then poured into a saturated bicarbonate solution, extracted with methylene chloride and the organic phase is dried with magnesium sulfate. After evaporation of the solvent, the residue is chromatographed on silica gel, thus obtaining in a 76% yield 1,1-diethyl-3-(2-iodo-6-methyl-8α-ergolinyl)urea.

Aufarbeitung

  1. extractionextracted with methylene chloride
  2. dry with materialthe organic phase is dried with magnesium sulfate
  3. customAfter evaporation of the solvent
  4. customthe residue is chromatographed on silica gel

Quellen und Nachweise

ORD-Eintrag
ord-785548c2b37c4317b711fc0f57b58362
Quelldatensatz
uspto-grants-1989_07
Patentnummer
US04847262

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