3,9-Dihydro-1,3-dimethyl-8-((phenylmethyl)amino)-1H-purine-2,6-dione → HCID 178481347, compound

HRID 979101Notes

Reaction equation

HRID 979101 reaction equation
[CH2:1]([NH:8][C:9]1[NH:18][C:17]2[C:16](=[O:19])[N:14]([CH3:15])[C:13](=[O:20])[N:12]([CH3:21])[C:11]=2[N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C([CH:24]([C:28](Cl)=[O:29])[C:25](Cl)=[O:26])C>O1CCOCC1.C(#N)C>[CH2:1]([N:8]1[C:9]2=[N:10][C:11]3[N:12]([CH3:21])[C:13](=[O:20])[N:14]([CH3:15])[C:16](=[O:19])[C:17]=3[N:18]2[C:28]([OH:29])=[CH:24][C:25]1=[O:26])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 1003823,9-Dihydro-1,3-dimethyl-8-((phenylmethyl)amino)-1H-purine-2,6-dione2×HCID 109209242-Ethylpropanedioyl dichloride

Product 1

HCID 178481347HCID 178481347, compound

Reagents, catalysts & solvents 1

HCID 22504236Acetonitrile dioxaneSolvent

Procedure

Add 8-benzylaminotheophylline (30 g.) and ethyl malonyl chloride (35.1 gm) to 600 ml of 1:1 dioxane/acetonitrile. Heat the reaction mixture to reflux under a nitrogen atmosphere until the 8-benzylaminotheophylline is consumed (Ca. 3.5 hrs.). Cool the reaction mixture to room temperature and pour the solution into 800 ml. of ether. Filter the precipitate. Wash the precipitate with ether and dry the product to obtain the title compound, m.p. 205.5°-209° C.

Workup

  1. temperatureHeat the reaction mixture
  2. customis consumed (Ca. 3.5 hrs.)
  3. additionpour the solution into 800 ml
  4. filtrationFilter the precipitate
  5. washWash the precipitate with ether
  6. customdry the product

Sources & evidence

ORD record
ord-226d32f21bdf43c8806b6f68d3c7d721
Source dataset
uspto-grants-1987_05
Patent number
US04666914

Reaction notes

Loading…