Hydrochloric Acid → 6-ethoxy-9H-purin-2-amine

HRID 465712

Reaction equation

HRID 465712 reaction equation
[Na].[CH2:2]([OH:4])[CH3:3].[NH2:5][C:6]1[N:14]=[C:13]2[C:9]([NH:10][CH:11]=[N:12]2)=[C:8](Cl)[N:7]=1.Cl>O>[NH2:5][C:6]1[N:14]=[C:13]2[C:9]([NH:10][CH:11]=[N:12]2)=[C:8]([O:4][CH2:2][CH3:3])[N:7]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 53603492-Amino-6-chloropurineHCID 5360545Sodium

Product 1

HCID 958056-ethoxy-9H-purin-2-amine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Sodium (0.68 g, 29.5 mmol, Aldrich lot #9621CL) was added in portions to anhydrous ethanol (50 mL). Upon complete dissolution 2-amino-6-chloropurine (1 g, 5.9 mmol Sigma lot #69F4064) was added and the reaction heated at reflux for 96 hours. The reaction was cooled, diluted with 20 mL water, and neutralized with 1N HCl. The solvents were evaporated and the residue slurried in 100 mL water. The product was filtered off and air dried to give 0.95 g (5.3 mmol; 89.9%); mp=252-°253° C.

Workup

  1. additionwas added
  2. temperaturethe reaction heated
  3. temperatureat reflux for 96 hours
  4. temperatureThe reaction was cooled
  5. customThe solvents were evaporated
  6. filtrationThe product was filtered off
  7. customair dried
  8. customto give 0.95 g (5.3 mmol; 89.9%)
  9. custommp=252-°253° C.

Sources & evidence

ORD record
ord-708ab2843f02454bb1caa62d1a0aa4fa
Source dataset
uspto-grants-1992_10
Patent number
US05153318

Linked notes

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