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

HRID 1107601Notes

Reaction equation

HRID 1107601 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-2b0497b0b479411ca8a65ff4dc2c8c1d
Source dataset
uspto-grants-2000_05
Patent number
US06060598

Reaction notes

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