Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylacetamide | HCID 31374 | — |
| Reactant | 7-[methyl(2-thienylsulfonyl)amino]-1H-indole-2-carbothioamide | HCID 57475960 | — |
| Reactant | Ethyl 4-bromo-5-oxopentanoate | HCID 71369674 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 57901574 | HCID 57901574 | 70% |
Reaction Steps
A mixture of 7-[methyl(2-thienylsulfonyl)amino]-1H-indole-2-carbothioamide (4.00 g), ethyl 4-bromo-5-oxopentanoate (3.80 g) and N,N-dimethylacetamide (25 mL) was stirred at 90° C. for 2 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated brine, dried (MgSO4) and concentrated. The obtained residue was subjected to silica gel column chromatography and the title compound (3.79 g, yield 70%) was obtained as yellow crystals from a fraction eluted with tetrahydrofuran-hexane (2:3, volume ratio). melting point 126-127° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08957070B2 |
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| Source dataset | uspto-grants-2015_02 |
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| ORD ID | ord-e91e6e240da44b5e8cafa74971a3714b |
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| Source note | uspto-grants-2015_02 |
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