Triethylamine → HCID 12928961, compound

HRID 2285604Notes

Reaction equation

HRID 2285604 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[CH:4][N:3]=1.C(N(CC)CC)C.[O:19]([CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][NH2:31])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>C1C=CC=CC=1>[O:19]([CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][NH:31][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[CH:4][N:3]=1)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 788644-ChloroquinazolineHCID 235127975-Phenoxy-1-pentanamine

Product 1

HCID 12928961HCID 12928961, compoundYield 19.5%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

To a solution of 1.7 g (0.01 mol) of 4-chloroquinazoline in 50 ml of benzene were added 1.0 g (0.01 mol) of triethylamine and 1.8 g (0.01 mol) of 5-phenoxypentylamine, and the mixture was refluxed for 3 hours. After completion of the reaction, the benzene was evaporated under reduced pressure to leave crystals, which were washed with water, collected by filtration and recrystallized from aqueous ethanol, giving 0.6 g of 4-(5-phenoxypentyl)aminoquinazoline in the form of colorless flakes.

Workup

  1. temperaturethe mixture was refluxed for 3 hours
  2. customAfter completion of the reaction
  3. customthe benzene was evaporated under reduced pressure
  4. customto leave crystals, which
  5. washwere washed with water
  6. filtrationcollected by filtration
  7. customrecrystallized from aqueous ethanol

Sources & evidence

ORD record
ord-b1a21cd233064625b12b877b47a67c12
Source dataset
uspto-grants-1982_04
Patent number
US04323680

Reaction notes

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