2,6-Diaminopyridine → HCID 21190091, compound

HRID 1068791Notes

Reaction equation

HRID 1068791 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([NH2:8])[N:3]=1.[Cl:9][CH:10]([C:16]([CH3:18])=O)[C:11]([O:13][CH2:14][CH3:15])=[O:12]>C(O)C>[ClH:9].[NH2:8][C:4]1[N:3]2[C:10]([C:11]([O:13][CH2:14][CH3:15])=[O:12])=[C:16]([CH3:18])[N:1]=[C:2]2[CH:7]=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 88612,6-DiaminopyridineHCID 11858Ethyl 2-chloroacetoacetate

Product 1

HCID 21190091HCID 21190091, compoundYield 57.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a suspension of 43.7 g (0.40 mol) of 2,6-diaminopyridine in 400 ml of ethanol was added 131.7 g (0.8 mol) of ethyl 2-chloroacetoacetate. The mixture was heated for 18 hours under reflux. After cooling, the resulting crystals was collected by filtration, washed with ethanol and ether successively to give 58.4 g of the desired compound (57.1%, pale yellow crystals).

Workup

  1. temperatureThe mixture was heated for 18 hours
  2. temperatureunder reflux
  3. temperatureAfter cooling
  4. filtrationthe resulting crystals was collected by filtration
  5. washwashed with ethanol and ether successively

Sources & evidence

ORD record
ord-aa0ef2681bd14ecfb26c0c6ee8838113
Source dataset
uspto-grants-2001_06
Patent number
US06251905B1

Reaction notes

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