HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chlorosuccinimide → (2-Amino-5-chloro-thiophen-3-yl)-phenyl-methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chlorosuccinimide | HCID 31398 | — |
| Reactant | (2-Aminothiophen-3-yl)(phenyl)methanone | HCID 644720 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (2-Amino-5-chloro-thiophen-3-yl)-phenyl-methanone | HCID 16640283 | 34.3% |
Reaction Steps
To a stirred solution of 0.1 g (0.49 mmol) (2-amino-thiophen-3-yl)-phenyl-methanone (the preparation of which is described in example 20) in 10 ml dichloromethane at 0° C. was added 68 mg (0.49 mmol) N-chloro-succinimide (NCS). The mixture was then stirred from 0° C. to RT over night, and then poured onto water and extracted three times with ethyl acetate. The combined organic phases were dried over sodium sulfate and concentrated in vacuo. Flash chromatography (heptane/ethyl acetate 3:1) afforded 40 mg (34%) (2-amino-5-chloro-thiophen-3-yl)-phenyl-methanone as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07390903B2 |
| Source dataset | uspto-grants-2008_06 |
| ORD ID | ord-7b0249afe0124d84a66e978ce26a7cde |
| Source note | uspto-grants-2008_06 |