2,6-Diaminopyridine → HCID 21190091, compound

HRID 619506Notes

Reaction equation

HRID 619506 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-844a200ffc2b4f43b86336398edc5046
Source dataset
uspto-grants-1999_09
Patent number
US05958942

Reaction notes

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