1,3-Propanediamine → 4-[2-(2,2,2-Trifluoroethyl)guanidino]-2-(3-aminopropylamino)pyrimidine

HRID 364289Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 364289
[F:1][C:2]([F:18])([F:17])[CH2:3][N:4]=[C:5]([NH2:16])[NH:6][C:7]1[CH:12]=[CH:11][N:10]=[C:9](S(C)=O)[N:8]=1.[NH2:19][CH2:20][CH2:21][CH2:22][NH2:23]>>[F:1][C:2]([F:18])([F:17])[CH2:3][N:4]=[C:5]([NH2:16])[NH:6][C:7]1[CH:12]=[CH:11][N:10]=[C:9]([NH:19][CH2:20][CH2:21][CH2:22][NH2:23])[N:8]=1

Komponenten

3

Edukt 2

HCID 4281,3-PropanediamineHCID 212797752-Methylsulphinyl-4-(2-[2,2,2-trifluoroethyl]guanidino)pyrimidine

Produkt 1

HCID 212987444-[2-(2,2,2-Trifluoroethyl)guanidino]-2-(3-aminopropylamino)pyrimidine

Versuchsvorschrift

A mixture of 4-[2-(2,2,2-trifluoroethyl)guanidino]-2-methylsulphinylpyrimidine (0.3 g.) and 1,3-diaminopropane (1 ml.) was heated to 90° for 3 hours. The mixture was evaporated to dryness and the residue taken up in 2N aqueous acetic acid. The solution was washed with ether, basified with 17N NaOH and the mixture extracted five times with ether. The combined ether extracts were dried and evaporated to dryness to give 4-[2-(2,2,2-trifluoroethyl)guanidino]-2-(3-aminopropylamino)pyrimidine (0.27 g.) which was characterised as the tris hydrogen maleate, m.p. 159° after recrystallisation from acetone.

Aufarbeitung

  1. temperaturewas heated to 90° for 3 hours
  2. customThe mixture was evaporated to dryness
  3. washThe solution was washed with ether
  4. extractionthe mixture extracted five times with ether
  5. dry with materialThe combined ether extracts were dried
  6. customevaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-c65bceff9af34369819f81447a059c07
Quelldatensatz
uspto-grants-1986_08
Patentnummer
US04604465

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