HCID 21225291, compound → HCID 21225373, compound
Reaction equation
[F:1][C:2]([F:23])([F:22])[O:3][C:4]([F:21])([F:20])[C:5]([F:19])([F:18])[O:6][C:7]([F:17])([F:16])[CH2:8][O:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14]Cl.[CH2:24]([C:34]1[S:38][C:37]([C:39]2[CH:44]=[CH:43][C:42]([OH:45])=[CH:41][CH:40]=2)=[N:36][N:35]=1)[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33]>>[CH2:24]([C:34]1[S:38][C:37]([C:39]2[CH:44]=[CH:43][C:42]([O:45][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][O:9][CH2:8][C:7]([O:6][C:5]([F:19])([F:18])[C:4]([F:21])([F:20])[O:3][C:2]([F:23])([F:22])[F:1])([F:17])[F:16])=[CH:41][CH:40]=2)=[N:36][N:35]=1)[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33]Participants
3
Procedure
The title compound was prepared essentially as in Example 1 by combining 5-(2-(2-(trifluoromethoxy)tetrafluoroethoxy)-2,2-difluoroethoxy)pentyl chloride (2.4 g, 5.7 mmol, prepared from 1,5-dichloropentane and 2-(2-(trifluoromethoxy)tetrafluoroethoxy)-2,2-difluoroethanol) with 5-decyl-2-[4-hydroxyphenyl]-1,3,4-thiadiazole (1.4 g, 4.4 mmol, prepared essentially as described by C. Tschierske and D. Girdzivnaite in J. Prakt. Chem. 1991, 135-37). The reaction mixture was quenched by addition of water, and the resulting crude product was recrystallized from ethanol and further purified by Kugelrohr distillation (215-25° C. at 0.01 torr) to provide a yield of 2.3 g.
Workup
- customprepared essentially
- customThe reaction mixture was quenched by addition of water
- customthe resulting crude product was recrystallized from ethanol
- distillationfurther purified by Kugelrohr distillation (215-25° C. at 0.01 torr)
- customto provide a yield of 2.3 g
Sources & evidence
- ORD record
- ord-22e4e9d7396247f6bef75d50715f6bf7
- Source dataset
- uspto-grants-1999_07
- Patent number
- US05928562
Reaction notes
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