Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Benzhydrylpiperazine | HCID 70048 | — |
| Reactant | HCID 3661139 | HCID 3661139 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 20502497 | HCID 20502497 | 29.7% |
Reaction Steps
A mixture of 1-(4-bromobutyl)isatin (5.64 g), 1-benzhydrylpiperazine (7.56 g) and triethylamine (3.0 g) in N,N-dimethylformamide (48 ml) was stirred for 30 minutes at 80° C. The reaction mixture was poured into ice-water and extracted with ethyl acetate. The extract was washed with water, dried over anhydrous magnesium sulfate and then evaporated. The residue was subjected to column chromatography on silica gel (50 g) using chloroform as an eluent. The fractions containing the object compound were collected and evaporated. The remaining oil (3.25 g) was crystallized from diisopropyl ether, washed with diethyl ether, and then recrystallized from acetonitrile to give crystals of 1-[4-(4-benzhydryl-1-piperazinyl)butyl]isatin (2.69 g), mp. 127° to 129° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04382934 |
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| Source dataset | uspto-grants-1983_05 |
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| ORD ID | ord-35c64aaf8eab4059a809b659142364c9 |
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| Source note | uspto-grants-1983_05 |
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