1,2-Dimethoxyethane → HCID 14257880, compound

HRID 2231771Notes

Reaction equation

HRID 2231771 reaction equation
[NH2:1][CH:2]1[N:7]([CH2:8][CH2:9][CH3:10])[C:6](=[O:11])[N:5]([CH3:12])[C:4](=[O:13])[C:3]1=[N:14][C:15]1[CH:20]=[CH:19][C:18](C#N)=[CH:17][CH:16]=1.CC(OC(/[N:29]=N/C(OC(C)C)=O)=O)C.[CH2:37]([CH2:40]OC)OC>>[CH3:12][N:5]1[C:4](=[O:13])[C:3]2[NH:14][C:15]([C:20]3[CH:19]=[CH:18][C:17]([C:16]#[N:29])=[CH:40][CH:37]=3)=[N:1][C:2]=2[N:7]([CH2:8][CH2:9][CH3:10])[C:6]1=[O:11]

Participants

4

Reactant 3

HCID 80711,2-DimethoxyethaneHCID 5363146Diisopropyl azodicarboxylateHCID 21285781HCID 21285781, compound

Product 1

HCID 14257880HCID 14257880, compound

Procedure

6-Amino-3-methyl-5-(4-cyanophenyl)imino-1-n-propyluracil (5.00 g, 17.4 mmol) is dissolved in 75 ml of glyme and 4.2 ml (21.4 mmol) of diisopropylazodicarboxylate is added. The solution is then brought to reflux. The solution is refluxed 30 minutes and then filtered hot. The filter cake is washed with glyme (3×20 ml) and ether (3×30 ml) and airdried to give 1-methyl-8-(4-cyanophenyl)-3-n-propylxanthine.

Workup

  1. temperatureto reflux
  2. temperatureThe solution is refluxed 30 minutes
  3. filtrationfiltered hot
  4. washThe filter cake is washed with glyme (3×20 ml) and ether (3×30 ml)

Sources & evidence

ORD record
ord-397ff76b72924996a71d3943ac03a3e0
Source dataset
uspto-grants-1988_11
Patent number
US04783530

Reaction notes

Loading…