Sodium Iodide → 6-Iodo-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-amine

HRID 657681Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 657681
[CH3:1][C:2]1[CH:7]=[C:6]([NH2:8])[N:5]2[N:9]=[CH:10][N:11]=[C:4]2[N:3]=1.[Na+].[I-:13].CC1C=CC(S([N-]Cl)(=O)=O)=CC=1.O.O.O.[Na+]>C(O)(=O)C>[I:13][C:7]1[C:2]([CH3:1])=[N:3][C:4]2[N:5]([N:9]=[CH:10][N:11]=2)[C:6]=1[NH2:8]

Komponenten

5

Edukt 3

HCID 5238Sodium IodideHCID 1695055-Methyl(1,2,4)triazolo(1,5-a)pyrimidin-7-amineHCID 517414chloramine-T trihydrate

Produkt 1

HCID 667428896-Iodo-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-amineAusbeute 88 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

To a stirring mixture of 3:05 g (20.4 mmol) of 5-methyl[1,2,4]triazolo[1,5-a]pyrimidin-7-amine (prepared as described in Kano; Makisumi; Chem. Pharm. Bull.; 6; 1958; 583, 585) in 50 mL of acetic acid at room temperature was added NaI (3.2 g, 21.5 mmol). Chloramine-T trihydrate (6.0 g, 21.5 mmol) was then added portion wise. The resulting mixture was then stirred for 1 h at room temperature. Most of the organic solvent was removed on a rotavap. The mixture was taken up in 40 mL of CH3CN and filtered. The solid collected was washed with diethyl ether and dried in vacuum oven to give the title compound as a light yellow solid (4.93 g, 88% yield).

Aufarbeitung

  1. customMost of the organic solvent was removed on a rotavap
  2. filtrationfiltered
  3. customThe solid collected
  4. washwas washed with diethyl ether
  5. customdried in vacuum oven

Quellen und Nachweise

ORD-Eintrag
ord-a007f4c41d234b6b9c4f6c9e512cfbd7
Quelldatensatz
uspto-grants-2011_12
Patentnummer
US08076344B2

Notizen zur Reaktion

Wird geladen…