HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclobutylamine → 2-(4-Chlorophenylsulfonyl)-3-cyclobutylamino-3-(3,5-dichlorophenylamino)-2-propenenitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclobutylamine | HCID 75645 | — |
| Reactant | 2-(4-Chloro-phenylsulfonyl)-3-(3,5-dichlorophenylamino)-3-methylsulfanyl-2-propenenitrile | HCID 70149481 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 2-(4-Chlorophenylsulfonyl)-3-cyclobutylamino-3-(3,5-dichlorophenylamino)-2-propenenitrile | HCID 49824237 | 49% |
Reaction Steps
2-(4-Chloro-phenylsulfonyl)-3-(3,5-dichlorophenylamino)-3-methylsulfanyl-2-propenenitrile (0.90 g, 2.1 mmol), cyclobutylamine (0.50 ml, 6.3 mmol) and acetonitrile (2 ml) were stirred for 40 h at 100° C. under nitrogen in a sealed flask. Work-up as described in EXAMPLE 17, 2) gave 0.47 g (49%) of the title compound. 179.5-181.5° C. (EtOAc) 1H NMR (200 MHz, CDCl3): δ=1.65 (m, 2H), 1.95 (m, 2H), 2.1 (m, 2H), 3.65 (sextet, 1H), 6.88 (d, 2H), 7.18 (t, 1H), 7.47 (d, 2H), 7.78 (d, 2H); EI SP/MS: 459 (M+4), 357 (M+2) 455 (M+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06362205B1 |
| Source dataset | uspto-grants-2002_03 |
| ORD ID | ord-2d8860d275cb4026a3e0aa43b463a4fc |
| Source note | uspto-grants-2002_03 |