Hydrogen iodide → 9-(1-Hydroxy-2-propyl)-6-iodopurine
Reaction equation
[OH:1][CH2:2][CH:3]([N:5]1[CH:13]=[N:12][C:11]2[C:6]1=[N:7][CH:8]=[N:9][C:10]=2Cl)[CH3:4].[IH:15]>O>[OH:1][CH2:2][CH:3]([N:5]1[CH:13]=[N:12][C:11]2[C:6]1=[N:7][CH:8]=[N:9][C:10]=2[I:15])[CH3:4]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
9-(1-Hydroxy-2-propyl)-6-chloropurine (I, 1.5 g, 7 mmol) was added to hydroiodic acid (15 ml) at -10° with stirring for 45 min. The precipitate was filtered, neutralized with anhydrous sodium acetate at 5°, and washed with a little cold water (3 times). Recrystallization from ethanol/H2O, gave colorless crystals. Yield=0.9 g (42%) mp=193°-194°; uv λmax 276 nm (H2O, pH 5.5).
Workup
- filtrationThe precipitate was filtered
- customneutralized with anhydrous sodium acetate at 5°
- washwashed with a little cold water (3 times)
- customRecrystallization from ethanol/H2O
- customgave colorless crystals
Sources & evidence
- ORD record
- ord-b007ad1877a8443a983591b1d1b76a55
- Source dataset
- uspto-grants-1980_09
- Patent number
- US04221909
Reaction notes
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