Piperidine → HCID 21412329, compound

HRID 1076356Notes

Reaction equation

HRID 1076356 reaction equation
Cl[C:2]1[N:11]=[C:10](Cl)[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([Cl:13])[CH:8]=2)[N:3]=1.[NH:14]1[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1>O1CCCC1>[N:14]1([C:2]2[N:11]=[C:10]([N:14]3[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]3)[C:9]3[C:4](=[CH:5][CH:6]=[C:7]([Cl:13])[CH:8]=3)[N:3]=2)[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1

Participants

4

Reactant 2

HCID 8082PiperidineHCID 104215102,4,6-Trichloroquinazoline

Product 1

HCID 21412329HCID 21412329, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Four grams of 2,4,6-trichloroquinazoline was dissolved in 50 ml of tetrahydrofuran. The solution was cooled in an ice bath and 20 ml of piperidine was added with constant stirring. The reaction mixture was heated at reflux overnight and the solid which had precipitated was removed by filtration. The filtrate was evaporated to dryness and diluted with water. The oil which separated crystallized upon scratching. The solid was collected by filtration and recrystallized from ethanol to give 4.2 g of 2,4-bispiperidino-6-chloroquinazoline; m.p. 115°-118°. The following analytical data were obtained:

Workup

  1. temperatureThe solution was cooled in an ice bath
  2. temperatureThe reaction mixture was heated
  3. temperatureat reflux overnight
  4. customthe solid which had precipitated
  5. customwas removed by filtration
  6. customThe filtrate was evaporated to dryness
  7. additiondiluted with water
  8. customThe oil which separated
  9. customcrystallized
  10. filtrationThe solid was collected by filtration
  11. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-b7e8390b72ec4be7bdaf8387aa77fe3b
Source dataset
uspto-grants-1976_05
Patent number
US03956495

Reaction notes

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