Ammonia → HCID 12804022, compound

HRID 328566Notes

Reaction equation

HRID 328566 reaction equation
[CH2:1]([N:3]([CH:17]=[C:18]([C:24](OCC)=[O:25])[C:19]([O:21][CH2:22][CH3:23])=[O:20])[C:4]1[N:9]=[C:8]([N:10]2[CH2:15][CH2:14][N:13]([CH3:16])[CH2:12][CH2:11]2)[CH:7]=[CH:6][CH:5]=1)[CH3:2].N>>[CH2:1]([N:3]1[C:4]2[C:5](=[CH:6][CH:7]=[C:8]([N:10]3[CH2:15][CH2:14][N:13]([CH3:16])[CH2:12][CH2:11]3)[N:9]=2)[C:24](=[O:25])[C:18]([C:19]([O:21][CH2:22][CH3:23])=[O:20])=[CH:17]1)[CH3:2]

Participants

3

Reactant 2

HCID 222AmmoniaHCID 21442846HCID 21442846, compound

Product 1

HCID 12804022HCID 12804022, compoundYield 78.2%

Conditions

Temperature
140 °C

Procedure

A mixture containing 1.0 g of diethyl N-ethyl-N-[2-(4-methyl-1-piperazinyl)-6-pyridyl]aminomethylenemalonate and 6.0 g of polyphosphoric acid was heated at 140° C for 15 minutes, and then poured into ice-water. The resulting mixture was made alkaline with 28% aqueous ammonia and extracted with chloroform. The extract was washed with water and dried over anhydrous sulfate. Then the solvent was removed by distillation to leave a crude product which was recrystallized from n-hexane to yield 0.69 g of the product as pale yellow needles, m.p. 130° - 130.5° C.

Workup

  1. extractionextracted with chloroform
  2. washThe extract was washed with water
  3. dry with materialdried over anhydrous sulfate
  4. customThen the solvent was removed by distillation
  5. customto leave a crude product which
  6. customwas recrystallized from n-hexane

Sources & evidence

ORD record
ord-6bc2ed604a244c53b462465b87c9df15
Source dataset
uspto-grants-1977_04
Patent number
US04017622

Reaction notes

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