Ammonia → 5-Aminouracil

HRID 1043555

Reaktionsgleichung

Reaktionsgleichung von HRID 1043555
N.[N+:2]([C:5]1[C:6](=[O:12])[NH:7][C:8](=[O:11])[NH:9][CH:10]=1)([O-])=O>O>[NH2:2][C:5]1[C:6](=[O:12])[NH:7][C:8](=[O:11])[NH:9][CH:10]=1

Komponenten

4

Edukt 2

HCID 222Ammonia2×HCID 691355-Nitrouracil

Produkt 1

HCID 136115-Aminouracil

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
75 °C

Versuchsvorschrift

Into a 5-L 4-necked round-bottom flask were placed water (2.871 L), ammonia (116.1 mL) and 5-nitropyrimidine-2,4(1H,3H)-dione (180 g, 1.15 mol, 1.00 equiv). This was followed by the addition of Na2S2O2 (860 g, 6.06 mol, 4.30 equiv) in several batches. The pH value of the solution was adjusted to 8 with ammonia (25%). The resulting solution was stirred for 3 h (hours) at 75° C. The reaction mixture was cooled to 15° C. with an ice/water bath. The solid was collected by filtration. This resulted in 118 g (81%) of 5-aminopyrimidine-2,4(1H,3H)-dione 1 as a yellow solid (see Scheme 1).

Aufarbeitung

  1. customInto a 5-L 4-necked round-bottom flask were placed
  2. temperatureThe reaction mixture was cooled to 15° C. with an ice/water bath
  3. filtrationThe solid was collected by filtration
  4. customThis resulted in 118 g (81%) of 5-aminopyrimidine-2,4(1H,3H)-dione 1 as a yellow solid (see Scheme 1)

Quellen und Nachweise

ORD-Eintrag
ord-806d22519b394529a2a8b4188d7e8cb7
Quelldatensatz
uspto-grants-2013_10
Patentnummer
US08563540B2

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