Triethylamine → HCID 70546033, compound

HRID 2285600Notes

Reaction equation

HRID 2285600 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([CH3:12])[CH:10]=2)[N:5]=[CH:4][N:3]=1.C([N:15](CC)CC)C.[CH3:20][O:21][C:22]1[CH:31]=[CH:30][CH:29]=[CH:28][C:23]=1[O:24][CH2:25][CH2:26]N>C1C=CC=CC=1>[CH3:12][C:9]1[CH:10]=[C:11]2[C:6](=[CH:7][CH:8]=1)[N:5]=[C:4]([NH2:15])[N:3]=[C:2]2[CH2:26][CH2:25][O:24][C:23]1[CH:28]=[CH:29][CH:30]=[CH:31][C:22]=1[O:21][CH3:20]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 9402174-chloro-6-methylquinazolineHCID 17130052-(2-Methoxyphenoxy)ethyl amine

Product 1

HCID 70546033HCID 70546033, compoundYield 29.1%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

To a solution of 1.8 g (0.01 mol) of 4-chloro-6-methylquinazoline in 50 ml of benzene were added 1.0 g (0.01 mol) of triethylamine and 1.7 g (0.01 mol) of 2-(0-methoxyphenoxy)ethylamine, 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 residue was dissolved in chloroform, washed with water and dried over anhydrous sodium sulfate. The chloroform was evaporated under reduced pressure to leave crystals, which were recrystallized from ethanol, giving 0.9 g of 6-methyl-4-[2-(2-methoxyphenoxy)ethyl]-aminoquinazoline in the form of colorless plates.

Workup

  1. temperaturethe mixture was heated
  2. customAfter completion of the reaction
  3. customthe benzene was evaporated under reduced pressure
  4. dissolutionthe residue was dissolved in chloroform
  5. washwashed with water
  6. dry with materialdried over anhydrous sodium sulfate
  7. customThe chloroform was evaporated under reduced pressure
  8. customto leave crystals, which
  9. customwere recrystallized from ethanol

Sources & evidence

ORD record
ord-cd22d6c421534211be24b3d6ceec7ffd
Source dataset
uspto-grants-1982_04
Patent number
US04323680

Reaction notes

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