Hydrochloric Acid → HCID 12795548, compound

HRID 980182Notes

Reaction equation

HRID 980182 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]([OH:19])=[CH:15][CH:14]=1)=[O:12].Cl>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]([OH:19])=[CH:15][CH:14]=2)=[O:12])[CH:7]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 49642-Bromo-1-(4-hydroxyphenyl)ethanoneHCID 1085785-Chloro-2(1H)-pyrimidinone

Product 1

HCID 12795548HCID 12795548, compoundYield 85.4%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8471TriethylamineSolvent

Procedure

A suspension of 5-chloropyrimidin-2-one (405 mg) and 2-bromo-4'-hydroxyacetophenone (646 mg) in triethylamine (1 ml) and ethanol (20 ml) was stirred at ambient temperature, giving a clear solution. A precipitate had formed after an hour. After 231/2 hours, 2N-hydrochloric acid (5 ml) was added to the suspension and the solid was collected. This was washed with ethanol to give the title pyrimidinone (679 mg,); m.p. 260° with decomposition; λmaxEtOH 224 nm (ε 17300), 282.5 nm (ε 15660), 353 nm (ε 4900).

Workup

  1. customgiving a clear solution
  2. customA precipitate had formed after an hour
  3. customthe solid was collected
  4. washThis was washed with ethanol

Sources & evidence

ORD record
ord-3557a3fee87b478f9de755d1f8595a40
Source dataset
uspto-grants-1987_01
Patent number
US04636509

Reaction notes

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