N-Methylaniline → HCID 10339142, compound

HRID 973569Notes

Reaction equation

HRID 973569 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][CH:6]=[C:7]2[C:12]=1[N:11]=[C:10](Cl)[N:9]=[C:8]2Cl.[CH3:15][NH:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>O1CCCC1>[CH3:15][N:16]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[C:10]1[N:9]=[C:8]([N:11]([C:12]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[CH3:10])[C:7]2[C:12](=[C:3]([O:2][CH3:1])[CH:4]=[CH:5][CH:6]=2)[N:11]=1

Participants

4

Reactant 2

HCID 7515N-MethylanilineHCID 104213312,4-Dichloro-8-methoxyquinazoline

Product 1

HCID 10339142HCID 10339142, compoundYield 15%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

8-Methoxy-2,4-dichloroquinazoline (1.5 g, 0.007 mol) was heated under reflux in a solution of N-methyl aniline (1.43 m), 0.014 mol) in tetrahydrofuran (50 ml) for 16 hours precipitating a solid, which was collected and crystallised from ethanol/water to give 2,4-bis-(N-methylphenylamino)-8-methoxyquinazoline (0.37 g, 15%), m.p. 169°-170°.

Workup

  1. customprecipitating a solid, which
  2. customwas collected
  3. customcrystallised from ethanol/water

Sources & evidence

ORD record
ord-f9e03fea41354a70a20ceef0cb3b36e0
Source dataset
uspto-grants-1991_11
Patent number
US05064833

Reaction notes

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