Aniline → 4-Anilino-7-trifluoromethylquinazoline

HRID 2059192Notes

Reaction equation

HRID 2059192 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([C:12]([F:15])([F:14])[F:13])=[CH:9][CH:10]=2)[N:5]=[CH:4][N:3]=1.[NH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>C(O)C>[NH:16]([C:2]1[C:11]2[C:6](=[CH:7][C:8]([C:12]([F:15])([F:14])[F:13])=[CH:9][CH:10]=2)[N:5]=[CH:4][N:3]=1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

4

Reactant 2

HCID 6115AnilineHCID 128067424-Chloro-7-(trifluoromethyl)quinazoline

Product 1

HCID 128067734-Anilino-7-trifluoromethylquinazolineYield 60%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2.5 g of 4-chloro-7-trifluoromethylquinazoline were dissolved in 10 ml of ethanol, and 1.0 g of aniline was added to the solution. Reaction occurred violently and the reaction mixture solidified immediately. After cooling, the solidified product was collected and washed with ethanol. The resulting crystals were pulverized and added to a dilute aqueous solution of sodium hydroxide. Insolubles were filtered off and recrystallized from ethanol to give 1.7 g (yield 60%) of the desired Compound No. 17 in the form of colourless plates melting at 230°-232° C.

Workup

  1. customReaction
  2. temperatureAfter cooling
  3. customthe solidified product was collected
  4. washwashed with ethanol
  5. additionadded to a dilute aqueous solution of sodium hydroxide
  6. filtrationInsolubles were filtered off
  7. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-016c947f279e481aaed47d0dcb0fd5c6
Source dataset
uspto-grants-1982_03
Patent number
US04322420

Reaction notes

Loading…