2-chloro-N-methyl-5-nitropyrimidin-4-amine → 2-Chloro-N4-methylpyrimidine-4,5-diamine

HRID 2404027

Reaktionsgleichung

Reaktionsgleichung von HRID 2404027
[Cl:1][C:2]1[N:7]=[C:6]([NH:8][CH3:9])[C:5]([N+:10]([O-])=O)=[CH:4][N:3]=1>C(O)(=O)C.[Fe]>[Cl:1][C:2]1[N:7]=[C:6]([NH:8][CH3:9])[C:5]([NH2:10])=[CH:4][N:3]=1

Komponenten

4

Edukt 1

HCID 71472322-chloro-N-methyl-5-nitropyrimidin-4-amine

Produkt 1

HCID 71471722-Chloro-N4-methylpyrimidine-4,5-diamineAusbeute 69,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23925IronKatalysatorHCID 176Acetic AcidLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

To a stirred solution of 2-chloro-N-methyl-5-nitropyrimidin-4-amine (1.9 g, 10 mmol) in acetic acid (30 mL) was added iron powder (4 g, 71 mmol), and the suspension mixture was heated to 60° C. for 16 hours. The solvent was removed under reduced pressure, and the residue was diluted by brine and ethyl acetate. The solid was filtered off, and the filtrate was extracted with ethyl acetate (50 mL*12). The organic layers were separated, combined, dried over sodium sulfate, filtered and concentrated to give the title compound (1.1 g, 69%). MS (ES+) C5H7ClN4 requires: 159, 161. found: 160, 162 [M+H]+.

Aufarbeitung

  1. customThe solvent was removed under reduced pressure
  2. additionthe residue was diluted by brine and ethyl acetate
  3. filtrationThe solid was filtered off
  4. extractionthe filtrate was extracted with ethyl acetate (50 mL*12)
  5. customThe organic layers were separated
  6. dry with materialdried over sodium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-ff286f118d0d4a66a338ce3fc6eda938
Quelldatensatz
uspto-grants-2014_08
Patentnummer
US08802697B2

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