Triethylamine → HCID 12928829, compound

HRID 2285602Notes

Reaction equation

HRID 2285602 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.[CH2:19]([O:26][CH2:27][CH2:28][NH2:29])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>C1C=CC=CC=1>[CH2:19]([O:26][CH2:27][CH2:28][NH:29][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 5338682-(Benzyloxy)ethanamine

Product 1

HCID 12928829HCID 12928829, compoundYield 66.2%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

To a solution of 3.3 g (0.02 mol) of 4-chloroquinazoline in 50 ml of benzene were added 2.0 g (0.02 mol) of triethylamine and 3.0 g (0.02 mol) of 2-benzyloxyethylamine, and the mixture was heated, with stirring, at 60°~70° C. for 5 hours. After completion of the reaction, the benzene was evaporated under reduced pressure, and the resulting crystals were washed with water, collected by filtration, dried and recrystallized from benzene/n-hexane, affording 3.7 g of 4-[2-(benzyloxy)ethyl]aminoquinazoline in the form of colorless needles.

Workup

  1. temperaturethe mixture was heated
  2. customAfter completion of the reaction
  3. customthe benzene was evaporated under reduced pressure
  4. washthe resulting crystals were washed with water
  5. filtrationcollected by filtration
  6. customdried
  7. customrecrystallized from benzene/n-hexane

Sources & evidence

ORD record
ord-445810cc87c249c48cb2c069a2577815
Source dataset
uspto-grants-1982_04
Patent number
US04323680

Reaction notes

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