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Dimethylamine, hydrochloride → 2-Amino-4-chloromethyl-6-dimethylaminopyrimidine

HRID 3910
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 3910
Cl.[CH3:2][NH:3][CH3:4].[Na].[NH2:6][C:7]1[N:12]=[C:11](Cl)[CH:10]=[C:9]([CH2:14][Cl:15])[N:8]=1>CO>[NH2:6][C:7]1[N:8]=[C:9]([CH2:14][Cl:15])[CH:10]=[C:11]([N:3]([CH3:4])[CH3:2])[N:12]=1
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Komponenten

5

Edukt 3

HCID 10473Dimethylamine, hydrochlorideHCID 5360545SodiumHCID 201534884-Chloro-6-(chloromethyl)pyrimidin-2-amine

Produkt 1

HCID 201535022-Amino-4-chloromethyl-6-dimethylaminopyrimidine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel2×

Versuchsvorschrift

8.1 Parts of dimethylamine hydrochloride was added to a solution of 2.3 parts of sodium in 20 parts of methanol. The resulting mixture was added dropwise with stirring over about 10 minutes to a solution of 9.9 parts of 2-amino-4-chloro-6-chloromethylpyrimidine in 50 parts of methanol. The reaction was monitored by TLC and when reaction was complete the solvent was evaporated and the residue stirred with about 20 parts of water. The solid obtained was filtered and dried. The product was purified by chromatography on silica, eluted with ethyl acetate, followed by sublimation at 110° C./0.04 mb to give 2-amino-4-chloromethyl-6-dimethylaminopyrimidine m.p. 127°-129° C.

Aufarbeitung

  1. additionThe resulting mixture was added dropwise
  2. customThe reaction was monitored by TLC and when reaction
  3. customwas evaporated
  4. customThe solid obtained
  5. filtrationwas filtered
  6. customdried
  7. customThe product was purified by chromatography on silica
  8. washeluted with ethyl acetate
  9. customfollowed by sublimation at 110° C.

Quellen und Nachweise

ORD-Eintrag
ord-49bd71cf48ae45fcbb90a9526cdec8dd
Quelldatensatz
uspto-grants-1988_02
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04723006

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