Ammonium Hydroxide → 83470-65-9

HRID 2412868Notes

Reaction equation

HRID 2412868 reaction equation
[NH2:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][N:8]2[CH2:11][CH:12]2[CH2:17][CH2:16][O:15]C[O:13]2)=[C:4](Cl)[N:3]=1.[OH-:19].[NH4+]>Cl>[OH:13][CH:12]([CH2:17][CH2:16][OH:15])[CH2:11][N:8]1[CH:7]=[N:6][C:5]2[C:4](=[O:19])[NH:3][C:2]([NH2:1])=[N:10][C:9]1=2

Participants

4

Reactant 2

HCID 14923Ammonium HydroxideHCID 20431321HCID 20431321, compound

Product 1

HCID 13553866683470-65-9

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent2×

Procedure

4-(2-amino-6-chloropurin-9-yl)methyl-1,3-dioxane (prepared according to Example 5) was dissolved in hydrochloric acid (1 mol/l) and refluxed for four hours. The solution was made alkaline with diluted ammonium hydroxide and evaporated to dryness at reduced pressure. The residue was dissolved in water and purified with preparative HPLC on a reversed phase column (μ Bondapack C18)eluted with a mixture of methanol and water (1:3). The product obtained was a white crystalline solid. M.p. 226°-8° C. (dec) (uncorrected) UV spectra (hydrochloric acid 0.01 mol/l): λmax (nm) 277, 254 (ε=10700).

Workup

  1. temperaturerefluxed for four hours
  2. customevaporated to dryness at reduced pressure
  3. dissolutionThe residue was dissolved in water
  4. custompurified with preparative HPLC on a reversed phase column (μ Bondapack C18)eluted
  5. additionwith a mixture of methanol and water (1:3)
  6. customThe product obtained

Sources & evidence

ORD record
ord-5e9161e9fc50448293349dcdec1637e9
Source dataset
uspto-grants-1985_01
Patent number
US04495190

Reaction notes

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