p-Chlorophenacyl bromide → HCID 12795545, compound

HRID 980179Notes

Reaction equation

HRID 980179 reaction equation
[Cl:1][C:2]1[CH:3]=[N:4][C:5](=[O:8])[NH:6][CH:7]=1.Br[CH2:10][C:11]([C:13]1[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][CH:14]=1)=[O:12]>C(N(CC)CC)C.C(O)C>[Cl:1][C:2]1[CH:3]=[N:4][C:5](=[O:8])[N:6]([CH2:10][C:11]([C:13]2[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][CH:14]=2)=[O:12])[CH:7]=1

Participants

5

Reactant 2

HCID 68303p-Chlorophenacyl bromideHCID 1085785-Chloro-2(1H)-pyrimidinone

Product 1

HCID 12795545HCID 12795545, compoundYield 77%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8471TriethylamineSolvent

Procedure

A suspension of 5-chloropyrimidin-2-one (1.202 g) and 2-bromo-4'-chloroacetophenone (2.114 g) in triethylamine (2 ml) and ethanol (20 ml) was stirred at ambient temperature for 75 mins. The resulting suspension was filtered, the solid was washed with water then crystallised from acetone to give the title pyrimidinone (1.973 g,); m.p. 216°-218°; λmaxEtOH 252 nm (ε 22360), 233 nm (ε 2080), λinf 288 nm (ε 1530).

Workup

  1. filtrationThe resulting suspension was filtered
  2. washthe solid was washed with water
  3. customthen crystallised from acetone

Sources & evidence

ORD record
ord-043c3e9f568645d79147641aee569915
Source dataset
uspto-grants-1987_01
Patent number
US04636509

Reaction notes

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