Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium | HCID 5360545 | — |
| Reactant | 3-[[3-[Oxo-(2-thienylmethylamino)methyl]-2-quinolyl]thio]propanoic acid methyl ester | HCID 59486217 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 178523047 | HCID 178523047 | 90% |
Reaction Steps
600 mg (26.1 mmol) sodium were added slowly to MeOH (500 ml). Then a solution of 1.16 g (3.0 mmol) 3-[[3-[oxo-(2-thienylmethylamino)methyl]-2-quinolyl]-thio]propanoic acid methyl ester (Example 2) in MeOH (60 ml) was added at RT. Then the reaction solution was heated for 1 h at 70° C. After cooling to RT the mixture was concentrated to small volume under vacuum. The residue was taken up with water and the solution was washed with EE. Then it was acidified with concentrated hydrochloric acid to pH 3. The deposit formed was filtered off and dried. 805 mg (2.7 mmol, 90%) 2-mercapto-N-(thiophen-2-ylmethyl)quinoline-3-carboxamide were obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08399673B2 |
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| Source dataset | uspto-grants-2013_03 |
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| ORD ID | ord-49a84d860be34ad88bab140df2c071e9 |
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| Source note | uspto-grants-2013_03 |
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