Pyridine → 2-(2-Trifluoromethylhexyl)-5-(4-undecanoyloxyphenyl)-1, 3, 4-thiadiazole

HRID 2372240Notes

Reaction equation

[F:1][C:2]([F:22])([F:21])[CH:3]([CH2:17][CH2:18][CH2:19][CH3:20])[CH2:4][C:5]1[S:6][C:7]([C:10]2[CH:15]=[CH:14][C:13]([OH:16])=[CH:12][CH:11]=2)=[N:8][N:9]=1.N1C=CC=CC=1.[C:29](Cl)(=[O:40])[CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH3:39]>O>[F:22][C:2]([F:21])([F:1])[CH:3]([CH2:17][CH2:18][CH2:19][CH3:20])[CH2:4][C:5]1[S:6][C:7]([C:10]2[CH:15]=[CH:14][C:13]([O:16][C:29](=[O:40])[CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH3:39])=[CH:12][CH:11]=2)=[N:8][N:9]=1

Participants

Conditions

Temperature: 50 °C

Procedure

0.66 g (2 mmol) of 2-(2-trifluoromethylhexyl)-5-(4-hydroxyphenyl)-1, 3, 4-thiadiazole was added to pyridine, 0.50 g (2,5 mmol) of undecanoic acid chloride was dripped while the mixture was cooled, and they were stirred at 50° C. for two hours. After the reaction was completed, water was added, ether extraction was performed, the solution was dried, and the solvent thereof was removed. Then, the solution was refined by column chromatography (toluene: ethyl acetate=6:1) and recrystallization (ethanol), and 0.72 g of a desired material was obtained. ##STR31##

Workup

temperaturewas cooled
extractionether extraction
customthe solution was dried
customthe solvent thereof was removed
customThen, the solution was refined by column chromatography (toluene: ethyl acetate=6:1) and recrystallization (ethanol)

Sources & evidence

ORD record: ord-93d1407b786c414ebd391e91fb44bcb5
Source dataset: uspto-grants-1992_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05098600

Reaction notes

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