Carbon Dioxide → HCID 136404505, compound

HRID 2165823Notes

Reaction equation

HRID 2165823 reaction equation
[OH:1][CH2:2][CH:3]([CH2:17][OH:18])[CH2:4][CH2:5][N:6]1[CH:14]=[N:13][C:12]2[C:11](=[O:15])[NH:10][C:9]([NH2:16])=[N:8][C:7]1=2.[OH-].[Na+].C(=O)=O>O>[OH2:1].[OH:1][CH2:2][CH:3]([CH2:17][OH:18])[CH2:4][CH2:5][N:6]1[CH:14]=[N:13][C:12]2[C:11](=[O:15])[NH:10][C:9]([NH2:16])=[N:8][C:7]1=2

Participants

5

Reactant 3

HCID 280Carbon DioxideHCID 14798Sodium HydroxideHCID 135398748Penciclovir

Product 1

HCID 136404505HCID 136404505, compoundYield 155.6%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

9-(4-Hydroxy-3-hydroxymethylbut-1-yl)guanine (3.0 g) was suspended in water (120 ml) and sodium hydroxide (4.8 g) was added. When complete dissolution had occurred, a stream of air containing carbon dioxide was bubbled through the solution. When the solution started to become cloudy the air flow was stopped and a flocculent white precipitate rapidly appeared. On standing overnight (solution pH=10.5) the precipitate recrystallised and the solution was filtered to afford clear crystals of 9-(4-hydroxy-3-hydroxymethylbut-1-yl) guanine monohydrate (2.5 g, 78%). Found: C, 43.56; H, 6.21; N, 25.40%. C10H15N5O3.H2O requires C, 44.28; H, 6.32; N, 25.82%. Thermogravimetric analysis, found: 6.75% weight loss (90-150° C.); theory for loss of H2O from C10H15N5O3.H2O: 6.64% weight loss.

Workup

  1. dissolutionWhen complete dissolution
  2. customwas bubbled through the solution
  3. custom(solution pH=10.5) the precipitate recrystallised
  4. filtrationthe solution was filtered

Sources & evidence

ORD record
ord-896ac4416a63407f8e41a3b320115d3c
Source dataset
uspto-grants-1990_07
Patent number
US04942166

Reaction notes

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