Aniline → HCID 19988685, compound

HRID 973574Notes

Reaction equation

HRID 973574 reaction equation
[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[C:4]([NH:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[CH3:19])[N:3]=1.[NH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>>[ClH:1].[CH3:19][C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=1[NH:12][C:4]1[N:3]=[C:2]([NH:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=1

Participants

3

Reactant 2

HCID 6115AnilineHCID 10333315HCID 10333315, compound

Product 1

HCID 19988685HCID 19988685, compoundYield 17.2%

Procedure

4-Chloro-2-(2-methylphenylamino)quinazoline (1.5 g, 0.0048 mol) was dissolved in aniline (1.5 ml, 0.016 mol) and heated at 170° for 1 hour. After cooling and evaporation of excess solvent the residue was crystallised from ethanolic hydrogen chloride to give 2-(2-methylphenylamino)-4-phenylaminoquinazoline hydrochloride (0.30 g, 17%) m.p. 239°-240°.

Workup

  1. temperatureheated at 170° for 1 hour
  2. temperatureAfter cooling
  3. customevaporation of excess solvent the residue
  4. customwas crystallised from ethanolic hydrogen chloride

Sources & evidence

ORD record
ord-b971b4fbcf8749dd826e908c22a4ff3b
Source dataset
uspto-grants-1991_11
Patent number
US05064833

Reaction notes

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