Diethyl (ethoxymethylene)malonate → HCID 178469720, compound

HRID 973861Notes

Reaction equation

HRID 973861 reaction equation
[NH2:1][C:2]1[S:3][C:4]([SH:7])=[N:5][N:6]=1.C([O:10][CH:11]=[C:12]([C:18](OCC)=O)[C:13]([O:15][CH2:16][CH3:17])=[O:14])C>CN(C)C=O>[CH2:16]([O:15][C:13]([C:12]1[C:11](=[O:10])[N:6]2[N:5]=[C:4]([SH:7])[S:3][C:2]2=[N:1][CH:18]=1)=[O:14])[CH3:17]

Participants

4

Reactant 2

HCID 6871Diethyl (ethoxymethylene)malonateHCID 178509208HCID 178509208, compound

Product 1

HCID 178469720HCID 178469720, compoundYield 79.6%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 2-amino-5-mercapto-1,3,4-thiadiazole (6.7 g), diethyl ethoxymethylenemalonate (16.2 g) and dimethylformamide (80 ml) was refluxed for 16 hours. After removing the solvent by distillation under reduced pressure, the residue was recrystallized from methanol, giving 10.3 g of the objective compound as colorless crystals.

Workup

  1. temperaturewas refluxed for 16 hours
  2. customAfter removing the solvent
  3. distillationby distillation under reduced pressure
  4. customthe residue was recrystallized from methanol

Sources & evidence

ORD record
ord-27e2180bb7c6402c80530029e99b6925
Source dataset
uspto-grants-1991_11
Patent number
US05064953

Reaction notes

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