HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isoxazole-5-carbonyl chloride → HCID 86583850, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isoxazole-5-carbonyl chloride | HCID 2736707 | — |
| Reactant | 2-Bromo-1-(1,2-oxazol-5-yl)ethan-1-one | HCID 18537259 | — |
| Reactant | Methyl 4-(aminothioxomethyl)-5-methylthiothiophene-2-carboxylate | HCID 86583815 | — |
| Reactant | HCID 131723303 | HCID 131723303 | — |
| Product | HCID 86583850 | HCID 86583850 | 83% |
Reaction Steps
Methyl 4-(4-isoxazol-5-yl(1,3-thiazol-2-yl))-5-methlylthiothiophene-2-carboxylate: Methyl 4-(aminothioxomethyl)-5-methylthiothiophene-2-carboxylate (872 mg, 2.51 mmol) was allowed to react with 2-bromo-1-isoxazol-5-ylethan-1-one (737 mg, prepared from isoxazole-5-carbonyl chloride [Maybridge Chemicals, Cornwall, UK] as described in Example 177, step (a) as described in Example 154, step (a) to give 704 mg (83% yield) of methyl 4-(4-isoxazol-5-yl(1,3-thiazol-2-yl))-5-methylthiothiophene-2-carboxylate. 1H NMR (DMSO-d6, 300 MHz) δ 2.75 (s, 3H), 3.85 (s, 3H), 6.93 (d, 1H, J=1.8 Hz), 8.22 (s, 1H), 8.38 (s, 1H), 8.70 (d, 1H, J=1.8 Hz).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06403633B2 |
| Source dataset | uspto-grants-2002_06 |
| ORD ID | ord-f4f0858aa0224a14b0e9b99a53093fc3 |
| Source note | uspto-grants-2002_06 |