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

HRID 1194661Notes

Reaction equation

HRID 1194661 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 dioxan/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 off the precipitate. Wash the precipitate with ether and dry the product to obtain the title compound, mp. 205.5°-209° C.

Workup

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

Sources & evidence

ORD record
ord-203f544521994e27919133359b670020
Source dataset
uspto-grants-1989_03
Patent number
US04816458

Reaction notes

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