2,6-Diaminopyridine → HCID 178494549, compound

HRID 256514Notes

Reaction equation

HRID 256514 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([NH2:8])[N:3]=1.[CH3:9][O:10][CH2:11][C:12](=O)[CH2:13][C:14](OC)=[O:15]>C(O)(=O)C>[NH2:1][C:2]1[CH:7]=[CH:6][C:5]2[C:4](=[N:8][C:14]([OH:15])=[CH:13][C:12]=2[CH2:11][O:10][CH3:9])[N:3]=1

Participants

4

Reactant 2

HCID 88612,6-DiaminopyridineHCID 123500Methyl 4-methoxyacetoacetate

Product 1

HCID 178494549HCID 178494549, compoundYield 20%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 21.8 g (0.2 mol) of 2,6-diaminopyridine and 29.2 g (0.2 mol) of methyl 4-methoxyacetoacetate in 400 ml of glacial acetic acid is stirred under reflux for 3 hours. After cooling, the precipitate is suction filtered and stirred with 150 ml of cold ethanol. 8 g (20%) of the title compound is obtained; m.p.: >290° C.

Workup

  1. temperatureunder reflux for 3 hours
  2. temperatureAfter cooling
  3. filtrationfiltered
  4. stirringstirred with 150 ml of cold ethanol

Sources & evidence

ORD record
ord-ec54c105bcdc42c9b929bb5aff0f1434
Source dataset
uspto-grants-1993_11
Patent number
US05258356

Reaction notes

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