6-chloro-1H-purin-2-amine → HCID 178508249, compound

HRID 2290487Notes

Reaction equation

HRID 2290487 reaction equation
[CH:1]1[NH:2][C:3]2[N:9]=[C:8]([NH2:10])[N:7]=[C:6](Cl)[C:4]=2[N:5]=1.NC(N)=[Se:14]>C(O)C>[NH:7]1[C:6](=[Se:14])[C:4]2[NH:5][CH:1]=[N:2][C:3]=2[N:9]=[C:8]1[NH2:10]

Participants

4

Reactant 2

HCID 1785084356-chloro-1H-purin-2-amineHCID 178513448HCID 178513448, compound

Product 1

HCID 178508249HCID 178508249, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1.7 g (10 mmol) of 6-chloroguanine and 1.2 g (10 mmol) of selenourea were put in 30 ml of absolute ethanol and boiled under reflux for 2 hours. After completion of the reaction, the resulting precipitate was separated by filtration, washed with water and dissolved in 200 ml of 2 wt% aqueous sodium carbonate solution by heating. The resulting solution was acidified with acetic acid to form crystals. The crystals were separated by filtration and dried to obtain 1.5 g (7 mmol) of 6-selenoguanine.

Workup

  1. temperatureunder reflux for 2 hours
  2. customAfter completion of the reaction
  3. customthe resulting precipitate was separated by filtration
  4. washwashed with water
  5. dissolutiondissolved in 200 ml of 2 wt% aqueous sodium carbonate solution
  6. temperatureby heating
  7. customto form crystals
  8. customThe crystals were separated by filtration
  9. customdried

Sources & evidence

ORD record
ord-4c6af79572ac4a3081e36daedac12c6f
Source dataset
uspto-grants-1986_10
Patent number
US04617189

Reaction notes

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