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Acetic Anhydride → 6-Acetamido-2-(2-propoxyphenyl)pyrimidin-4[3H]-one

HRID 363358
Notes
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Reaction equation

HRID 363358 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[O:14][CH2:15][CH2:16][CH3:17])[NH:5][C:4](=[O:18])[CH:3]=1.[C:19](OC(=O)C)(=[O:21])[CH3:20]>>[C:19]([NH:1][C:2]1[N:7]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[O:14][CH2:15][CH2:16][CH3:17])[NH:5][C:4](=[O:18])[CH:3]=1)(=[O:21])[CH3:20]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 1355065006-Amino-2-(2-propoxyphenyl)pyrimidin-4[3H]-one

Product 1

HCID 1354069276-Acetamido-2-(2-propoxyphenyl)pyrimidin-4[3H]-one

Procedure

A stirred solution of 6-amino-2-(2-propoxyphenyl)pyrimidin-4[3H]-one (0.5 g) and acetic anhydride (5 ml) was heated under reflux for 2.5 hours. The cooled reaction mixture was evaporated under reduced pressure to yield a residue which was washed with water and recrystallized twice from methanol to yield the title compound, 0.29 g, m.p. 230°-1° C.

Workup

  1. temperatureunder reflux for 2.5 hours
  2. customThe cooled reaction mixture
  3. customwas evaporated under reduced pressure
  4. customto yield a residue which
wash
was washed with water
  • customrecrystallized twice from methanol
  • Sources & evidence

    ORD record
    ord-e69287aa09304984992d384100bfaa4c
    Source dataset
    uspto-grants-1999_02
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US05874440

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes