Hydrogen Bromide → HCID 135708890, compound

HRID 382364Notes

Reaction equation

HRID 382364 reaction equation
[CH2:1]([N:8]1[C:16]2[C:15](=[O:17])[NH:14][C:13]([C:18]3[CH:23]=[CH:22][C:21]([O:24]C)=[C:20]([O:26]C)[CH:19]=3)=[N:12][C:11]=2[N:10]=[CH:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Br>C(O)(=O)C>[CH2:1]([N:8]1[C:16]2[C:15](=[O:17])[NH:14][C:13]([C:18]3[CH:23]=[CH:22][C:21]([OH:24])=[C:20]([OH:26])[CH:19]=3)=[N:12][C:11]=2[N:10]=[CH:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 135708821HCID 135708821, compound

Product 1

HCID 135708890HCID 135708890, compoundYield 100.1%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

0.92 g of 7-benzyl-2-(3,4-dimethoxyphenyl)hypoxanthine obtained in Example 2 was dissolved in 18 ml of acetic acid and 3 ml of 48% aqueous solution of hydrogen bromide, and the resulting solution was stirred for 16 hours at 120° C. After removing acetic acid by evaporation under vacuum, water was added and the mixture was stirred for a while. The solid precipitate produced was separated by filtration, washed with water, and dried under reduced pressure. The crude product was purified by silica gel column chromatography and dried under reduced pressure to obtain 0.85 g of 7-benzyl-2-(3,4-dihydroxyphenyl)hypoxanthine (yield 53%).

Workup

  1. customAfter removing acetic acid
  2. customby evaporation under vacuum, water
  3. additionwas added
  4. customThe solid precipitate produced
  5. customwas separated by filtration
  6. washwashed with water
  7. customdried under reduced pressure
  8. customThe crude product was purified by silica gel column chromatography
  9. customdried under reduced pressure

Sources & evidence

ORD record
ord-ea03216733b74cdca0c134241bf57dd2
Source dataset
uspto-grants-2001_10
Patent number
US06310070B1

Reaction notes

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