Propionyl chloride → HCID 178460088, Verbindung

HRID 2236856Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2236856
[NH2:1][C:2]1[C:3]([OH:24])=[CH:4][C:5]([CH2:8][NH:9][CH:10]=[C:11]2[C:20]3[C:15](=[CH:16][CH:17]=[C:18]([I:21])[CH:19]=3)[C:14](=[O:22])[NH:13][C:12]2=[O:23])=[N:6][CH:7]=1.[C:25](Cl)(=[O:28])[CH2:26][CH3:27]>CC(N(C)C)=O>[OH:24][C:3]1[CH:4]=[C:5]([CH2:8][NH:9][CH:10]=[C:11]2[C:20]3[C:15](=[CH:16][CH:17]=[C:18]([I:21])[CH:19]=3)[C:14](=[O:22])[NH:13][C:12]2=[O:23])[N:6]=[CH:7][C:2]=1[NH:1][C:25](=[O:28])[CH2:26][CH3:27]

Komponenten

4

Edukt 2

HCID 62324Propionyl chlorideHCID 1785080254-[[(5-amino-4-oxo-1H-pyridin-2-yl)methylamino]methylidene]-6-iodoisoquinoline-1,3-dione

Produkt 1

HCID 178460088HCID 178460088, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 31374DimethylacetamideLösungsmittel

Versuchsvorschrift

A mixture of 4-{[(5-Amino-4-hydroxy-pyridin-2-ylmethyl)-amino]-methylene}-6-iodo-4H-isoquinoline-1,3-dione (332 mg, 0.761 mmole), 6 mL of dimethylacetamide is stirred, then propionyl chloride (705 mg, 7.61 mmole) is added and the reaction mixture stirred for one hour. The reaction mixture is evaporated to dryness, and then stirred overnight with a saturated aqueous sodium bicarbonate solution, the solid is filtered, washed well with water and dried to give a yellow solid, 46 mg, (11%); m.p. 210-18° C. dec; MS (ES+): m/z 492.9 (M+H).

Aufarbeitung

  1. stirringthe reaction mixture stirred for one hour
  2. customThe reaction mixture is evaporated to dryness
  3. stirringstirred overnight with a saturated aqueous sodium bicarbonate solution
  4. filtrationthe solid is filtered
  5. washwashed well with water
  6. customdried
  7. customto give a yellow solid, 46 mg, (11%)

Quellen und Nachweise

ORD-Eintrag
ord-68889b8e50f54cb28af423edaacf326c
Quelldatensatz
uspto-grants-2010_05
Patentnummer
US07713994B2

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