Hydrochloric Acid → 6-[(3,5-Diacetylphenyl)amino]purine

HRID 378952Notes

Reaction equation

HRID 378952 reaction equation
[C:1]([C:4]1[CH:5]=[C:6]([CH:8]=[C:9]([C:11](=[O:13])[CH3:12])[CH:10]=1)[NH2:7])(=[O:3])[CH3:2].Cl[C:15]1[N:23]=[CH:22][N:21]=[C:20]2[C:16]=1[NH:17][CH:18]=[N:19]2.Cl.[OH-].[K+]>O>[C:1]([C:4]1[CH:5]=[C:6]([NH:7][C:15]2[N:23]=[CH:22][N:21]=[C:20]3[C:16]=2[NH:17][CH:18]=[N:19]3)[CH:8]=[C:9]([C:11](=[O:13])[CH3:12])[CH:10]=1)(=[O:3])[CH3:2]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 463010Cni H1894HCID 53592776-Chloropurine

Product 1

HCID 120932606-[(3,5-Diacetylphenyl)amino]purineYield 90.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Compound No. 16: A suspension of 3,5-diacetylaniline (0.531 g) in water (10 mL) was treated with 6-chloropurine (0.464 g) and concentrated HCl (0.25 mL) and heated at reflux for 30 min. After cooling the mixture was treated with 6 mL of aqueous 1N KOH. The mixture was stirred for 10 min and the solid was filtered out, washed with water, and dried, to give 0.80 g of 6-[(3,5-diacetylphenyl)amino]purine, mp dec 340-350° C.

Workup

  1. temperatureheated
  2. temperatureat reflux for 30 min
  3. temperatureAfter cooling the mixture
  4. filtrationthe solid was filtered out
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-5698899dbbd94888aa29b664b6aeb88c
Source dataset
uspto-grants-2001_10
Patent number
US06297253B1

Reaction notes

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