Ammonia → 5,6-Diamino-1-pentyl-2-thioxo-2,3-dihydropyrimidin-4(1H)-one

HRID 1664503Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1664503
[NH2:1][C:2]1[N:7]([CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])[C:6](=[S:13])[NH:5][C:4](=[O:14])[C:3]=1[N:15]=O.N.O.S(S([O-])=O)([O-])=O.[Na+].[Na+]>C(O)(=O)C>[NH2:15][C:3]1[C:4](=[O:14])[NH:5][C:6](=[S:13])[N:7]([CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])[C:2]=1[NH2:1]

Komponenten

6

Edukt 4

HCID 222AmmoniaHCID 962WaterHCID 24489Sodium DithioniteHCID 576001906-Amino-5-nitroso-1-pentyl-2-thioxo-2,3-dihydropyrimidin-4(1H)-one

Produkt 1

HCID 576002545,6-Diamino-1-pentyl-2-thioxo-2,3-dihydropyrimidin-4(1H)-oneAusbeute 86,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Reaktionsbedingungen

Temperatur
75 °C

Versuchsvorschrift

To a mixture of 6-amino-1-pentyl-5-nitroso-2-thioxo-2,3-dihydropyrimidin-4(1H)-one (6.4 g, 0.0264 mol), aqueous ammonia (60 mL, 0.60 mol) and water (60 mL) at 75° C. was added sodium dithionite (9.0 g, 0.050 mol) in small portions. After the addition was complete, the color of the solution changed from red to pale yellow. After stirring at 75° C. for another 5 mins, a precipitate was formed. Stirring was continued at room temperature for 1.5 h. The solution was then neutralized with 10% acetic acid (150 mL). The solid was filtered and washed with water to yield the product (4.5 g, 86.1%). LCMS calculated for C9H17N4OS: (M+H) 229.1. found 229.1.

Aufarbeitung

  1. additionAfter the addition
  2. customa precipitate was formed
  3. stirringStirring
  4. waitwas continued at room temperature for 1.5 h
  5. filtrationThe solid was filtered
  6. washwashed with water

Quellen und Nachweise

ORD-Eintrag
ord-82b3a3842615437fb9898c4652d3eb45
Quelldatensatz
uspto-grants-2011_10
Patentnummer
US08039478B2

Notizen zur Reaktion

Wird geladen…