Triethylamine → HCID 20545349, compound

HRID 2057940Notes

Reaction equation

HRID 2057940 reaction equation
[Cl:1][C:2]1[N:11]=[C:10](Cl)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.C([N:15](CC)CC)C.[CH3:20][C:21]([CH3:32])([O:24][C:25]1[CH:30]=[CH:29][C:28]([CH3:31])=[CH:27][CH:26]=1)[CH2:22]N>C1C=CC=CC=1>[Cl:1][C:2]1[N:11]=[C:10]([CH2:32][C:21]([CH3:22])([CH3:20])[O:24][C:25]2[CH:30]=[CH:29][C:28]([CH3:31])=[CH:27][CH:26]=2)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][C:8]=2[NH2:15])[N:3]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 2528862,4-DichloroquinazolineHCID 205453402-Methyl-2-(4-methylphenoxy)-1-propanamine

Product 1

HCID 20545349HCID 20545349, compoundYield 67.3%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

To a solution of 2.0 g (0.01 mol) of 2,4-dichloroquinazoline in 50 ml of benzene were added 1.0 g (0.01 mol) of triethylamine and 1.8 g (0.01 mol) of 2,2-dimethyl-2-(4-methylphenoxy)-ethylamine and the mixture was stirred at an ambient temperature for 4 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 removed by evaporation under reduced pressure to leave crystals, which were recrystallized from benzene/hexane, affording 2.3 g of 2-chloro-4-[2,2-dimethyl-2-(4-methylphenoxy)ethyl]-aminoquinazoline in the form of a colorless fine powder.

Workup

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

Sources & evidence

ORD record
ord-d22bb02765fd46c78fe0154426c0fc1b
Source dataset
uspto-grants-1980_07
Patent number
US04213987

Reaction notes

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