Glutaric anhydride → 1H-Purine-8-butanoic acid, 2,3,6,7-tetrahydro-1,3-dimethyl-2,6-dioxo- (9CI)

HRID 1456901Notes

Reaction equation

HRID 1456901 reaction equation
[C:1]1(=[O:8])[O:7][C:5](=O)[CH2:4][CH2:3][CH2:2]1.[NH2:9][C:10]1[C:11](=[O:20])[N:12]([CH3:19])[C:13](=[O:18])[N:14]([CH3:17])[C:15]=1[NH2:16]>CN(C)C1C=CC=CC=1>[N:12]1([C:11](=[O:20])[C:10]2[NH:9][C:5]([CH2:4][CH2:3][CH2:2][C:1]([OH:7])=[O:8])=[N:16][C:15]=2[N:14]([CH3:17])[C:13]1=[O:18])[CH3:19]

Participants

4

Reactant 2

HCID 7940Glutaric anhydrideHCID 795015,6-Diamino-1,3-dimethyluracil

Product 1

HCID 950361H-Purine-8-butanoic acid, 2,3,6,7-tetrahydro-1,3-dimethyl-2,6-dioxo- (9CI)

Reagents, catalysts & solvents 1

HCID 949N,N-DimethylanilineSolvent

Procedure

A mixture of 31.3 g glutaric anhydride, 25 g 5.6-diamino-1,3-dimethyl uracil, and 300 ml N,N-dimethyl-aniline was heated under reflux for 4 hours. Upon cooling, the product crystallized from the dark, clear reaction mixture. The crystals were collected by filtration, washed with benzene, then with methanol, and dried affording 187 g light yellow solid.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 4 hours
  3. temperatureUpon cooling
  4. customthe product crystallized from the dark, clear reaction mixture
  5. filtrationThe crystals were collected by filtration
  6. washwashed with benzene
  7. dry with materialwith methanol, and dried
  8. customaffording 187 g light yellow solid

Sources & evidence

ORD record
ord-b449ef2bb24a40a1b81317c28cd4b9f3
Source dataset
uspto-grants-1998_12
Patent number
US05846703

Reaction notes

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