4-Benzyloxyaniline → (4-Benzyloxyphenyl)-(6-iodoquinazolin-4-yl)-amine Hydrochloride

HRID 1936759Notes

Reaction equation

HRID 1936759 reaction equation
[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([I:12])[CH:10]=2)[N:5]=[CH:4][N:3]=1.[CH2:13]([O:20][C:21]1[CH:27]=[CH:26][C:24]([NH2:25])=[CH:23][CH:22]=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>C(#N)C>[ClH:1].[CH2:13]([O:20][C:21]1[CH:22]=[CH:23][C:24]([NH:25][C:2]2[C:11]3[C:6](=[CH:7][CH:8]=[C:9]([I:12])[CH:10]=3)[N:5]=[CH:4][N:3]=2)=[CH:26][CH:27]=1)[C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1

Participants

4

Reactant 2

HCID 228604-BenzyloxyanilineHCID 111738094-Chloro-6-iodoquinazoline

Product 1

HCID 21951949(4-Benzyloxyphenyl)-(6-iodoquinazolin-4-yl)-amine HydrochlorideYield 97.4%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

4-Chloro-6-iodoquinazoline (8 g) was treated with 4-benzyloxyaniline (5.5 g) in acetonitrile (500 ml) at reflux under N2 for 18 hours. Subsequent cooling and filtration gave the title compound (13.13 g); m/z (M+1)+454.

Workup

  1. temperatureat reflux under N2 for 18 hours
  2. temperatureSubsequent cooling
  3. filtrationfiltration

Sources & evidence

ORD record
ord-7b8aa3706bcd41f494514733afc58f53
Source dataset
uspto-grants-2002_05
Patent number
US06391874B1

Reaction notes

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