Ammonium Hydroxide → 6-Chloropurine

HRID 1995737Notes

Reaction equation

HRID 1995737 reaction equation
Cl.[Cl:2][C:3]1[N:11]=[CH:10][N:9]=[C:8]2[C:4]=1[NH:5][CH:6]=[N:7]2.[OH-].[NH4+]>O>[Cl:2][C:3]1[N:11]=[CH:10][N:9]=[C:8]2[C:4]=1[NH:5][CH:6]=[N:7]2

Participants

4

Reactant 2

HCID 14923Ammonium HydroxideHCID 204879411H-Purine, 6-chloro-, monohydrochloride

Product 1

HCID 53592776-ChloropurineYield 91%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
-12 °C

Procedure

To 70 ml. of water there was added 36.4 g (0.19 mole) of 6-chloropurine hydrochloride with vigorous stirring. Initially a thick paste was formed; after mixing for a short time the paste thinned out. The solution was stirred for 15 minutes at -12° C. in an ice-methanol bath and the pH was adjusted to 6.7 with concentrated ammonium hydroxide. The product grew in large particles after neutralization. The mixture was placed in a refrigerator for one hour and then the yellow precipitate was collected by filtration. The filter cake was washed with 15 ml. of ice water and dried in a vacuum oven at 55° C. to give 25.9 g. (91% yield) of 6-chloropurine, λ max (H2O)=264 nm, ε=9.10×103.

Workup

  1. customInitially a thick paste was formed
  2. additionafter mixing for a short time the paste
  3. waitThe mixture was placed in a refrigerator for one hour
  4. filtrationthe yellow precipitate was collected by filtration
  5. washThe filter cake was washed with 15 ml
  6. dry with materialof ice water and dried in a vacuum oven at 55° C.
  7. customto give 25.9 g

Sources & evidence

ORD record
ord-457222eb8a3f4a78a035e9948bb55c9a
Source dataset
uspto-grants-1983_09
Patent number
US04405781

Reaction notes

Loading…