Aniline → HCID 67925963, compound

HRID 973571Notes

Reaction equation

HRID 973571 reaction equation
[Cl:1][C:2]1[N:11]=[C:10]([N:12]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH3:13])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.[NH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>C(O)C>[ClH:1].[C:21]1([NH:20][C:2]2[N:11]=[C:10]([N:12]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[CH3:13])[C:9]3[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=3)[N:3]=2)[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Participants

4

Reactant 2

HCID 6115AnilineHCID 10038741HCID 10038741, compound

Product 1

HCID 67925963HCID 67925963, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2-Chloro-4-(N-methylphenylamino)quinazoline (2.0 g, 0.007 mol) was dissolved in ethanol (20 ml) with aniline (1.37 g, 0.15 mol) and heated in a sealed vessel at 150° for 5 hours. After cooling and removal of excess solvent in vacuo pressure the solid was treated with ethanolic hydrogen chloride to form the hydrochloride which was recrystallised from ethanol to give 2-phenylamino-4-(N-methylphenylamino)quinazoline hydrochloride (1.99 g, 74%), m.p. 265°-267°.

Workup

  1. temperatureheated in a sealed vessel at 150° for 5 hours
  2. temperatureAfter cooling
  3. customremoval of excess solvent in vacuo pressure the solid
  4. additionwas treated with ethanolic hydrogen chloride

Sources & evidence

ORD record
ord-d2393ff90e1d4928a3c8889888d1f9a2
Source dataset
uspto-grants-1991_11
Patent number
US05064833

Reaction notes

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