Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2-Propanethiol | HCID 6364 | — |
| Reactant | HCID 10852993 | HCID 10852993 | — |
| Reactant | 3-(Cycloundecen-1-yl)-1,2-diazacycloundec-2-ene | HCID 53630274 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 10713360 | HCID 10713360 | 98% |
Reaction Steps
2-Propanethiol (0.8 mL, 8 mmol) is added to a solution of 3-chloro-5-(phenylmethoxy)benzo[b]thiophene-2-carboxamide (1.0 g, 3 mmol) and diazabicycloundecene (DBU) (2.6 mL, 17 mmol) in 10 mL of DMF and the mixture is warmed to 55° C. for 1 hour. The reaction mixture is allowed to cool and then poured into water and stirred. After 1 hour, the precipitate is filtered off, washed with water, and dried to provide 3-[(1-methylethyl)thio]-5-(phenylmethoxy)benzo[b]thiophene-2-carboxamide in 98% yield; mp=150°-152° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05350748 |
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| Source dataset | uspto-grants-1994_09 |
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| ORD ID | ord-e1e3428240bf4eeb944d9a35c6b0a217 |
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| Source note | uspto-grants-1994_09 |
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