Hydrogen Bromide → HCID 136353520, compound

HRID 1605697Notes

Reaction equation

HRID 1605697 reaction equation
[CH2:1]([N:3]([CH2:18][CH3:19])[C:4]1[CH:9]=[C:8]([C:10]2[CH:15]=[CH:14][C:13]([O:16]C)=[CH:12][CH:11]=2)[N:7]=[CH:6][N:5]=1)[CH3:2].[BrH:20]>C(O)(=O)C>[BrH:20].[CH2:18]([N:3]([CH2:1][CH3:2])[C:4]1[CH:9]=[C:8]([C:10]2[CH:15]=[CH:14][C:13]([OH:16])=[CH:12][CH:11]=2)[N:7]=[CH:6][N:5]=1)[CH3:19]

Participants

4

Reactant 2

HCID 260Hydrogen Bromide2×HCID 21547346HCID 21547346, compound

Product 1

HCID 136353520HCID 136353520, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of 18.6 g. (0.1 mole) of 4-diethylamino-6-(p-methoxyphenyl)pyrimidine in 30 ml. of 48% hydrobromic acid and 30 ml. of glacial acetic acid is heated to the reflux temperature and gaseous hydrogen bromide slowly introduced below the surface during the first two hours of refluxing. Heating is continued until thin layer chromatography indicates the reaction is complete. The reaction is cooled and the excess acetic acid and hydrobromic acid are removed under reduced pressure. The residual product is triturated with acetone, filtered and recrystallized from ethanol/hexane.

Workup

  1. additionslowly introduced below the surface during the first two hours
  2. temperatureof refluxing
  3. temperatureHeating
  4. temperatureThe reaction is cooled
  5. customthe excess acetic acid and hydrobromic acid are removed under reduced pressure
  6. customThe residual product is triturated with acetone
  7. filtrationfiltered
  8. customrecrystallized from ethanol/hexane

Sources & evidence

ORD record
ord-67fc972543804444b1821848b3538082
Source dataset
uspto-grants-1976_04
Patent number
US03950525

Reaction notes

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