Water → 7-Chloro-N-phenyl-4-quinazolinamine

HRID 2059190Notes

Reaction equation

HRID 2059190 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([Cl:12])=[CH:9][CH:10]=2)[N:5]=[CH:4][N:3]=1.[NH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.C(N(CC)CC)C.O>C1C=CC=CC=1>[NH:13]([C:2]1[C:11]2[C:6](=[CH:7][C:8]([Cl:12])=[CH:9][CH:10]=2)[N:5]=[CH:4][N:3]=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

6

Reactant 4

HCID 962WaterHCID 6115AnilineHCID 8471TriethylamineHCID 2418814,7-Dichloroquinazoline

Product 1

HCID 14750597-Chloro-N-phenyl-4-quinazolinamineYield 83%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

8.0 g of 4,7-dichloroquinazoline were dissolved in 250 ml of benzene, and then 4.0 g of aniline and 4.8 g of triethylamine were added to the solution. The resulting mixture was heated to reflux for 5 hours, with stirring. After completion of the reaction, 200 ml of water were added to the reaction mixture. The mixture was shaken and the benzene phase was separated and dried over anhydrous sodium sulphate. The benzene was distilled off and the resulting crystals were recrystallized from ethyl acetate to give 8.5 g (yield 83%) of the desired Compound No. 5 in the form of colourless granules having a melting point of 215°-217° C.

Workup

  1. temperatureThe resulting mixture was heated
  2. temperatureto reflux for 5 hours
  3. additionwere added to the reaction mixture
  4. stirringThe mixture was shaken
  5. customthe benzene phase was separated
  6. dry with materialdried over anhydrous sodium sulphate
  7. distillationThe benzene was distilled off
  8. customthe resulting crystals were recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-6f92a1b1499d43d9a30d5cdba800c6f7
Source dataset
uspto-grants-1982_03
Patent number
US04322420

Reaction notes

Loading…