Diethyl Carbonate → HCID 178481349, compound

HRID 1285178Notes

Reaction equation

HRID 1285178 reaction equation
[N:1]1([C:12](=[O:13])[C:11]2[N:10]([CH2:14][C:15](=[N:17][OH:18])[NH2:16])[CH:9]=[N:8][C:7]=2[N:5]([CH3:6])[C:3]1=[O:4])[CH3:2].C[O-].[Na+].[C:22](=O)(OCC)[O:23]CC>C1(C)C=CC=CC=1>[OH:23][C:22]1[O:18][N:17]=[C:15]([CH2:14][N:10]2[C:11]3[C:12](=[O:13])[N:1]([CH3:2])[C:3](=[O:4])[N:5]([CH3:6])[C:7]=3[N:8]=[CH:9]2)[N:16]=1

Participants

5

Reactant 3

HCID 7766Diethyl CarbonateHCID 30574902-(Theophyllin-7-yl)-acetamidoximeHCID 10942334Sodium Methoxide

Product 1

HCID 178481349HCID 178481349, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

5.04 g. of 2-(theophylline-7-yl)-acetamidoxime, 2.16 g. of sodium methylate, 4.72 g. of diethyl carbonate and 100 cm3 of toluene are heated for 2 hours to boiling, the mixture is then evaporated and the residue crystallized from water. 4.3 g. (82% yield) of 7-[(5-hydroxy-1,2,4-oxadiazol-3-yl)-methyl]-theophylline are obtained. M.p.: 206°-207° C.

Workup

  1. customthe mixture is then evaporated
  2. customthe residue crystallized from water

Sources & evidence

ORD record
ord-9f774ce5b3ef4a46ab30b25d3f122b4c
Source dataset
uspto-grants-1986_01
Patent number
US04565817

Reaction notes

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