Potassium Iodide → 2-(2-Hydroxy-4-hexyloxyphenyl)-4,6-bis(4-methoxyphenyl)-1,3,5-triazine

HRID 232896Notes

Reaction equation

[OH:1][C:2]1[CH:7]=[C:6]([OH:8])[CH:5]=[CH:4][C:3]=1[C:9]1[N:14]=[C:13]([C:15]2[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=2)[N:12]=[C:11]([C:23]2[CH:28]=[CH:27][C:26]([O:29][CH3:30])=[CH:25][CH:24]=2)[N:10]=1.C(=O)([O-])[O-].[K+].[K+].[I-].[K+].Br[CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH3:45]>C(OCCO)C>[OH:1][C:2]1[CH:7]=[C:6]([O:8][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH3:45])[CH:5]=[CH:4][C:3]=1[C:9]1[N:14]=[C:13]([C:15]2[CH:16]=[CH:17][C:18]([O:21][CH3:22])=[CH:19][CH:20]=2)[N:12]=[C:11]([C:23]2[CH:28]=[CH:27][C:26]([O:29][CH3:30])=[CH:25][CH:24]=2)[N:10]=1

Participants

Conditions

Temperature: 110 °C

Procedure

15.2 g (0.038 mol) of 2-(2,4-dihydroxyphenyl)-4,6-bis(4-methoxyphenyl)-1,3,5-triazine of the formula (108b), 5.2 g of potassium carbonate and 50 mg of potassium iodide are heated in 100 ml of 2-ethoxyethanol at 110° C. for 45 minutes, followed by dropwise addition of 6.9 g (0.042 mol) of 1-bromohexane over a period of 15 minutes. The mixture is stirred at 110° C. for 12 hours, cooled to 0° C. and filtered. The solid material is washed neutral with water and then washed with methanol and dried. After recrystallization from 2-ethoxyethanol, the pure light yellow product of the formula ##STR23## is obtained.

Workup

temperaturecooled to 0° C.
filtrationfiltered
washThe solid material is washed neutral with water
washwashed with methanol
customdried
customAfter recrystallization from 2-ethoxyethanol
customthe pure light yellow product of the formula ##STR23## is obtained

Sources & evidence

ORD record: ord-12b898bd83d946648c9f8711bbb3c7e8
Source dataset: uspto-grants-1997_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05591850

Reaction notes

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