Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | HCID 86693763 | HCID 86693763 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 68278778 | HCID 68278778 | 60.2% |
Reaction Steps
A mixture of ethyl 2-[bis-(benzenesulphonyl)amino]benzo[b]thiophene-3-carboxylate (Intermediate 4, 0.173 g) and lithium hydroxide mono hydrate (0.043 g) in dioxane (6 ml) and water (3 ml) was stirred and heated at 60° C. for 2.5 hours. After cooling, the mixture was diluted with water and acidified by addition of hydrochloric acid (1M). It was extracted with ethyl acetate, washed with water, dried (MgSO4) and filtered. The filtrate was evaporated to dryness and the residue was purified by chromatography on silica, eluting with a mixture of ethyl acetate and pentane (5-10%) to give ethyl 2-benzenesulphonylaminobenzo[b]thiophene-3-carboxylate (0.075 g) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09221787B2 |
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| Source dataset | uspto-grants-2015_12 |
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| ORD ID | ord-08e628acd9914523aa28153208125395 |
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| Source note | uspto-grants-2015_12 |
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