Hydrochloric Acid → 2-(2,4-Dihydroxyphenyl)-4,6-bis(4-methoxyphenyl)-1,3,5-triazine

HRID 2294669Notes

Reaction equation

HRID 2294669 reaction equation
[Cl-].[Al+3].[Cl-].[Cl-].Cl[C:6]1[N:11]=[C:10]([C:12]2[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=2)[N:9]=[C:8]([C:20]2[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[CH:22][CH:21]=2)[N:7]=1.[C:28]1([CH:35]=[CH:34][CH:33]=[C:31]([OH:32])[CH:30]=1)[OH:29].Cl>C1(C)C=CC=CC=1>[OH:29][C:28]1[CH:30]=[C:31]([OH:32])[CH:33]=[CH:34][C:35]=1[C:6]1[N:11]=[C:10]([C:12]2[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=2)[N:9]=[C:8]([C:20]2[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[CH:22][CH:21]=2)[N:7]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 5054ResorcinolHCID 6451240Aluminum(III) ChlorideHCID 190861842-Chloro-4,6-bis(4-methoxyphenyl)-1,3,5-triazine

Product 1

HCID 1355324792-(2,4-Dihydroxyphenyl)-4,6-bis(4-methoxyphenyl)-1,3,5-triazine

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

10.3 g (0.077 mol) of aluminium chloride are added at 5 C. to a mixture of 23.0 g (0.07 mol) of 2-chloro-4,6-bis(4-methoxyphenyl)-1,3,5-triazine of the formula (108a) and 8.5 g (0.077 mol) of resorcinol in 150 ml of toluene. The temperature is allowed to rise to 20 C., and the mixture is then heated at 50 C. for 6 hours and at reflux for 24 hours. The cooled mixture is poured into 150 ml of 12% hydrogen chloride solution, and the crude product is filtered, washed neutral with water and then washed with methanol and dried to give a dark yellow product of the formula ##STR22##

Workup

  1. temperature, and the mixture is then heated at 50 C
  2. temperatureat reflux for 24 hours
  3. filtrationthe crude product is filtered
  4. washwashed neutral with water
  5. washwashed with methanol
  6. customdried
  7. customto give a dark yellow product of the formula

Sources & evidence

ORD record
ord-e2034444d4924356b29b15a7c904ee69
Source dataset
uspto-grants-1997_11
Patent number
US05688995

Reaction notes

Loading…