Hydrogen Bromide → 5-(3,4-dihydroxyphenyl)-2-phenyl-4(3H)-pyrimidinone hydrobromide

HRID 1755847Notes

Reaction equation

HRID 1755847 reaction equation
C[O:2][C:3]1[CH:4]=[C:5]([C:11]2[C:16](=[O:17])[NH:15][C:14]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[N:13][CH:12]=2)[CH:6]=[CH:7][C:8]=1[O:9]C.[BrH:24]>>[BrH:24].[OH:2][C:3]1[CH:4]=[C:5]([C:11]2[C:16](=[O:17])[NH:15][C:14]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[N:13][CH:12]=2)[CH:6]=[CH:7][C:8]=1[OH:9]

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 199178985-(3,4-dimethoxyphenyl)-2-phenyl-6(1H)-pyrimidinone

Product 1

HCID 199178915-(3,4-dihydroxyphenyl)-2-phenyl-4(3H)-pyrimidinone hydrobromide

Procedure

5-(3,4-Dimethoxyphenyl)-2-phenyl-6(1H)-pyrimidinone (7.4 g) are stirred in 250 ml of 48% aqueous hydrobromic acid at 100° C. for 24 hours and at 140° C. for 24 hours. After cooling the yellow crystals obtained are filtered off, washed with water and suspended in 200 ml of water. Sodium hydrogen carbonate is added thereto until pH 7.5 has been reached. After stirring for 2 hours the product is filtered off, washed with water and dried in a vacuum at room temperature over potassium hydroxide. There are obtained 6 g of 5-(3,4-dihydroxyphenyl)-2-phenyl-4(3H)-pyrimidinone hydrobromide as a yellow powder of m.p.>250° C.

Workup

  1. temperatureAfter cooling the yellow crystals
  2. customobtained
  3. filtrationare filtered off
  4. washwashed with water
  5. additionSodium hydrogen carbonate is added
  6. filtrationis filtered off
  7. washwashed with water
  8. dry with materialdried in a vacuum at room temperature over potassium hydroxide

Sources & evidence

ORD record
ord-6f75c1ddb6ba491a8d6fb30e281e8d85
Source dataset
uspto-grants-1995_08
Patent number
US05438052

Reaction notes

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