Resorcinol → 2-(2,4-Dihydroxyphenyl)-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazine

HRID 1066436Notes

Reaction equation

[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[C:9]1[N:14]=[C:13]([C:15]2[CH:20]=[CH:19][C:18]([CH3:21])=[CH:17][C:16]=2[CH3:22])[N:12]=[C:11](Cl)[N:10]=1.[C:24]1([CH:31]=[CH:30][CH:29]=[C:27]([OH:28])[CH:26]=1)[OH:25]>>[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[C:9]1[N:14]=[C:13]([C:15]2[CH:20]=[CH:19][C:18]([CH3:21])=[CH:17][C:16]=2[CH3:22])[N:12]=[C:11]([C:29]2[CH:30]=[CH:31][C:24]([OH:25])=[CH:26][C:27]=2[OH:28])[N:10]=1

Participants

Reactant 2

HCID 5054Resorcinol

HCID 710591,3,5-Triazine, 2-chloro-4,6-bis(2,4-dimethylphenyl)-

Product 1

HCID 742762-(2,4-Dihydroxyphenyl)-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazine

Conditions

Temperature: 180 °C

Procedure

To a 50 mL round-bottomed flask equipped with a magnetic stirrer, condenser and nitrogen atmosphere are charged 1.00 g (3.10 mmol) of 4,6-bis-(2,4-dimethylphenyl)-2-chloro-s-triazine and 1.70 g (15.5 mmol) of resorcinol. The mixture is stirred at 180° C. for five hours at which point 1H nmr (CDCI3) of an aliquot reveals a 72% overall conversion to the title compound.

Workup

customTo a 50 mL round-bottomed flask equipped with a magnetic stirrer, condenser

Sources & evidence

ORD record: ord-aae0e2d81c44412e940ff6056aa1cc3f
Source dataset: uspto-grants-2001_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06242598B1

Reaction notes

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