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

HRID 363358Notes

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]

Participants

3

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
  5. washwas washed with water
  6. customrecrystallized twice from methanol

Sources & evidence

ORD record
ord-e69287aa09304984992d384100bfaa4c
Source dataset
uspto-grants-1999_02
Patent number
US05874440

Reaction notes

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