Aniline → HCID 19969418, compound

HRID 974784Notes

Reaction equation

HRID 974784 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[O:8][CH:7]=[C:6]([CH:12]=O)[C:5]2=[O:14].[NH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>C1(C)C=CC=CC=1>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[O:8][CH:7]=[C:6]([CH:12]=[N:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[C:5]2=[O:14]

Participants

4

Reactant 2

HCID 6115AnilineHCID 6143096-Bromo-3-formylchromone

Product 1

HCID 19969418HCID 19969418, compoundYield 98.1%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A suspension of 6-bromo-3-formylchromone (150 mg; 0.59 mmol) in toluene (10 ml) was heated at 50°-55° C. until the solute had completely dissolved. Aniline (55 μl; 0.59 mmol) was added and the temperature was maintained for 15 minutes. On cooling, a yellow precipitate formed which was filtered off and dried under reduced pressure to give 6-bromo-3-(phenyliminomethyl)chromone (190 mg; 98%).

Workup

  1. temperaturewas heated at 50°-55° C. until the solute
  2. dissolutionhad completely dissolved
  3. temperaturethe temperature was maintained for 15 minutes
  4. temperatureOn cooling
  5. customa yellow precipitate formed which
  6. filtrationwas filtered off
  7. customdried under reduced pressure

Sources & evidence

ORD record
ord-f5c55306edbf4f2093f463e6aae4e1a6
Source dataset
uspto-grants-1997_03
Patent number
US05607928

Reaction notes

Loading…