Formic Acid → 6-amino-5-formamido-1-propyl-2,4-(1H,3H)-pyrimidinedione

HRID 867945

Reaction equation

HRID 867945 reaction equation
[N:1]([O-])=O.[Na+].[NH2:5][C:6]1[N:11]([CH2:12][CH2:13][CH3:14])[C:10](=[O:15])[NH:9][C:8](=[O:16])[CH:7]=1.[CH:17]([OH:19])=O>O.[Pt]>[NH2:5][C:6]1[N:11]([CH2:12][CH2:13][CH3:14])[C:10](=[O:15])[NH:9][C:8](=[O:16])[C:7]=1[NH:1][CH:17]=[O:19]

Participants

6

Reactant 3

HCID 284Formic AcidHCID 1045626-Amino-1-propyluracilHCID 23668193Sodium Nitrite

Product 1

HCID 159313106-amino-5-formamido-1-propyl-2,4-(1H,3H)-pyrimidinedione

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 962WaterSolvent

Procedure

Sodium nitrite (127 kg) was dissolved in water and added to suspension of 6-amino-1-propyl-2,4-(1H,3H)-pyrimidinedione (300 kg) in formic acid (1 400 kg). Pt/C 5 % was added and the reaction mixture was heated to 40°-80° C. The catalyst was filtered off, formic acid was distilled off and ethanol (870 kg) was added. The product was precipitated by cooling and isolated by centrifugation, washed with ethanol/water and used directly in Example 2.

Workup

  1. temperaturethe reaction mixture was heated to 40°-80° C
  2. filtrationThe catalyst was filtered off
  3. distillationformic acid was distilled off
  4. additionethanol (870 kg) was added
  5. customThe product was precipitated
  6. temperatureby cooling
  7. customisolated by centrifugation
  8. washwashed with ethanol/water

Sources & evidence

ORD record
ord-c989df1d00ac4daeaf6f9d8b1d9d8be3
Source dataset
uspto-grants-1988_10
Patent number
US04777255

Linked notes

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