Theophylline → Bromotheophylline

HRID 435107Notes

Reaction equation

HRID 435107 reaction equation
[N:1]1([C:12](=[O:13])[C:11]2[NH:10][CH:9]=[N:8][C:7]=2[N:5]([CH3:6])[C:3]1=[O:4])[CH3:2].[Br:14]Br>C(O)(=O)C.O>[Br:14][C:9]1[NH:10][C:11]2[C:12](=[O:13])[N:1]([CH3:2])[C:3](=[O:4])[N:5]([CH3:6])[C:7]=2[N:8]=1

Participants

5

Reactant 2

HCID 2153Theophylline2×HCID 24408Bromine

Product 1

HCID 11808BromotheophyllineYield 70%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

One mole of theophylline is dissolved in 2.5 liters of acetic acid containing one liter of water, and kept at 50° C., until the theophylline is dissolved and the medium becomes homogeneous. 1.1 mole of bromine is then added, drop by drop, and the bromine derivative, 8-bromotheophylline precipitates in the medium. The solution is then ccoled to room temperature , and the product filtered and washed with water, and then dried to give 70-85% yield of 8-bromo-theophylline.

Workup

  1. dissolutionis dissolved
  2. customdrop by drop, and the bromine derivative, 8-bromotheophylline precipitates in the medium
  3. customis then ccoled to room temperature
  4. filtrationthe product filtered
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-93c972734c6b4966b287d5c69828b787
Source dataset
uspto-grants-1983_08
Patent number
US04400381

Reaction notes

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