Phenacyl bromide → HCID 12795534, compound

HRID 980167Notes

Reaction equation

HRID 980167 reaction equation
Br.[Br:2][C:3]1[CH:4]=[N:5][C:6](=[O:9])[NH:7][CH:8]=1.Br[CH2:11][C:12]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[O:13]>C(N(CC)CC)C.C(O)C>[Br:2][C:3]1[CH:4]=[N:5][C:6](=[O:9])[N:7]([CH2:11][C:12]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[O:13])[CH:8]=1

Participants

5

Reactant 2

HCID 6259Phenacyl bromideHCID 127955335-Bromopyrimidin-2(1H)-one--hydrogen bromide (1/1)

Product 1

HCID 12795534HCID 12795534, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8471TriethylamineSolvent

Procedure

A solution of 5-bromopyrimidin-2-one hydrobromide (512 mg) and α-bromoacetophenone (398 mg) in triethylamine (2 ml) and ethanol (10 ml) was stirred at ambient temperature for three and a half hours. After evaporation of solvents, the residue was triturated with water. The product was filtered off and recrystallised from ethanol to give the title pyrimidinone: yield 253 mg: m.p. 161°-163°, λmaxEtOH 241.5 nm (ε 18810), 285 nm (ε 1690), 334.5 nm (ε 3190).

Workup

  1. customAfter evaporation of solvents
  2. customthe residue was triturated with water
  3. filtrationThe product was filtered off
  4. customrecrystallised from ethanol

Sources & evidence

ORD record
ord-085a90ae56a6439c92833bc7631a1bda
Source dataset
uspto-grants-1987_01
Patent number
US04636509

Reaction notes

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