HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium Chloride → 5-Amino-6-(2-thiazolylthio)-1-indanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 5-Nitro-6-(2thiazolylthio)-1-indanone ethylene acetal | HCID 10854345 | — |
| Catalyst | Iron | HCID 23925 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Product | 5-Amino-6-(2-thiazolylthio)-1-indanone | HCID 10563452 | 69.7% |
Reaction Steps
Iron powder (265 mg, 4.7 mmol), ammonium chloride (35 mg, 0.65 mmol) and the nitroindane from Step 7 (275 mg, 0.82 mmol) were mixed together in ethanol (5 ml) and water (2.5 mL). The mixture was refluxed for l h and then filtered through celite, washing the cake with EtOAc. The volatile, s were removed in vacuo and the residue was dissolved in EtOAc:CH2Cl2 (3:1), washed with brine and dried over MgSO4. Evaporation of the solvent left a residue that was purified by flash chromatography on silica gel (EtOAc:toluene:CH2Cl2 from 30:50:20 to 1:1:1 ) to give 150 mg of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05409944 |
| Source dataset | uspto-grants-1995_04 |
| ORD ID | ord-5f5ef7d22fbf4fc79a07c5877d24ad5b |
| Source note | uspto-grants-1995_04 |