N-bromobutanimide → HCID 20441791, compound
Reaction equation
[C:1]1([S:7][CH2:8][C:9]2[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][CH:10]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Br[N:18]1[C:22](=[O:23])[CH2:21][CH2:20][C:19]1=[O:24]>>[C:1]1([S:7][CH:8]([N:18]2[C:22](=[O:23])[C:21]3=[CH:6][CH:1]=[CH:2][CH:3]=[C:20]3[C:19]2=[O:24])[C:9]2[CH:10]=[CH:11][C:12]([O:15][CH3:16])=[CH:13][CH:14]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1Participants
3
Procedure
The reaction of Example 1 is repeated with 0.13 m of p-methoxybenzyl phenyl sulfide and N-bromosuccinimide to give N-[α-(phenylthio)-p-methoxybenzyl]-phthalimide and, then, the N-(α-chloro-p-methoxybenzyl)phthalimide using sulfuryl chloride. The p-methyl and p-nitro congeners are prepared similarly.
Workup
- customThe reaction of Example 1
Sources & evidence
- ORD record
- ord-04667073e45e4f49b735e5ad3a596fe0
- Source dataset
- uspto-grants-1984_10
- Patent number
- US04478984
Reaction notes
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