Triethylamine → HCID 12928961, compound

HRID 2057941Notes

Reaction equation

HRID 2057941 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-dd5dd1ecb4a2437183757127228f4e0d
Source dataset
uspto-grants-1980_07
Patent number
US04213987

Reaction notes

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