Trifluoroacetic acid → HCID 14995349, compound
Reaction equation
[CH3:1][N:2]1[C:6]2[CH:7]=[CH:8][C:9]([C:11](=O)[CH2:12][Br:13])=[CH:10][C:5]=2[S:4][C:3]1=[O:15].FC(F)(F)C(O)=O.C([SiH](CC)CC)C>>[CH3:1][N:2]1[C:6]2[CH:7]=[CH:8][C:9]([CH2:11][CH2:12][Br:13])=[CH:10][C:5]=2[S:4][C:3]1=[O:15]Participants
4
Procedure
0.15 mol of 3-methyl-6-bromoacetylbenzothiazolin-2-one (42.9 g) is dissolved in 1 mol of trifluoroacetic acid (77 cm3) in a 250 cm3 ground-neck flask. 0.33 mol of triethylsilane (52.70 cm3) is introduced dropwise using a dropping funnel, with magnetic stirring. A calcium chloride drying tube is fitted and stirring is maintained for the required time at room temperature. The reaction mixture is poured into 500 cm3 of ice-cold water. The precipitate obtained is filtered off, washed with water until the wash liquors are neutral, dried and then recrystallized.
Workup
- customA calcium chloride drying tube is fitted
- customThe precipitate obtained
- filtrationis filtered off
- washwashed with water until the wash liquors
- customdried
- customrecrystallized
Sources & evidence
- ORD record
- ord-722111075f1b426bbfe14f8095a72bf6
- Source dataset
- uspto-grants-1996_07
- Patent number
- US05534517
Reaction notes
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