Ammonia → HCID 10265671, compound

HRID 973561Notes

Reaction equation

HRID 973561 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]2[NH:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[CH3:21].[NH3:22]>>[NH2:22][C:10]1[N:9]=[C:8]([NH:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[CH3:21])[C:7]2[C:12](=[C:3]([O:2][CH3:1])[CH:4]=[CH:5][CH:6]=2)[N:11]=1

Participants

3

Reactant 2

HCID 222AmmoniaHCID 10086136HCID 10086136, compound

Product 1

HCID 10265671HCID 10265671, compoundYield 31%

Procedure

8-Methoxy-4-(2-methylphenylamino)-2-chloroquinazoline (1.8 g, 0.006 mol) was dissolved in ethanolic ammonia and heated in a sealed vessel at 120° for 3 hours. After cooling, removal of excess solvent and chromatography (silica gel, 2% methanolic ammonia in chloroform) the 2 amino-4-(2-methylphenylamino)-8-methoxyquinazoline was isolated as crystals (0.52 g, 31%) from ethanol, m.p. 218°-220°.

Workup

  1. temperatureheated in a sealed vessel at 120° for 3 hours
  2. temperatureAfter cooling
  3. customremoval of excess solvent and chromatography (silica gel, 2% methanolic ammonia in chloroform) the 2 amino-4-(2-methylphenylamino)-8-methoxyquinazoline

Sources & evidence

ORD record
ord-ef14af10347e42269a269838677330f6
Source dataset
uspto-grants-1991_11
Patent number
US05064833

Reaction notes

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