HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl Isocyanate → (3-Chlorophenyl)-[2-[2-(3-chlorophenyl)ethynyl]-4-oxa-3,8-diazaspiro[4.5]dec-2-en-8-yl]methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl Isocyanate | HCID 12228 | — |
| Reactant | Benzoyl chloride, 3-chloro- | HCID 69252 | — |
| Reactant | 3-[(3-Chlorophenyl)ethynyl]-1-oxa-2,7-diazaspiro[4.4]non-2-ene-7-carboxamide | HCID 56644646 | — |
| Reactant | 3-[(3-Chlorophenyl)ethynyl]-1-oxa-2,7-diazaspiro[4.4]non-2-ene | HCID 57493822 | — |
| Product | (3-Chlorophenyl)-[2-[2-(3-chlorophenyl)ethynyl]-4-oxa-3,8-diazaspiro[4.5]dec-2-en-8-yl]methanone | HCID 56644862 | — |
Reaction Steps
The title compound was synthesized following the method herein described for the compound of Example 96 but replacing Compound 22c for Compound 27d and 3-chlorobenzoyl chloride for methyl isocyanate. After the usual work-up procedure the crude was purified by means of automated flash chromatography (Isolera®TM-Biotage; gradient Petroleum Ether-EtOAc from 8:2 to 6:4) giving 122 mg of the title compound a s a pale yellow oil. Yield: 67.5%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08580962B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-09d2750f4f5e41078bf26fb6f0769cfd |
| Source note | uspto-grants-2013_11 |