HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 21710150, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Chlorosuccinimide | HCID 31398 | — |
| Reactant | HCID 21710156 | HCID 21710156 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 21710150 | HCID 21710150 | 29.7% |
Reaction Steps
A solution of 2.8 grams (0.015 mole) of 4-amino-2-(1-methylethyl)isoindolin-1-one and 2.0 grams (0.015 mole) of NCS in 80 mL of DMF was stirred at 25° C. for about 18 hours. The reaction mixture was then poured into water, and the mixture was extracted repeatedly with diethyl ether. The combined extracts were dried with magnesium sulfate and filtered. The filtrate was concentrated under reduced pressure to a residue. The residue was purified by column chromatography on silica gel using mixtures of EtOAc and methylene chloride as eluants. The fractions containing product were combined and concentrated under reduced pressure, yielding about 1.0 gram of subject compound. The NMR spectrum was consistent with the proposed structure.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06277847B1 |
| Source dataset | uspto-grants-2001_08 |
| ORD ID | ord-3bfa92bf117a42339587e1f7787b5238 |
| Source note | uspto-grants-2001_08 |