HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 23511810, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1,3-Dichloro-2-isocyanatobenzene | HCID 604537 | — |
| Reactant | HCID 22244730 | HCID 22244730 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 23511810 | HCID 23511810 | 59% |
Reaction Steps
To a mixture of tert-butyl 4-amino-3-methoxyphenylacetate (2.15 g, 9.04 mmol), 2,6-dichlorophenyl isocyanate (1.70 g, 9.04 mmol) in THF (40 ml) was added Et3N (0.25 ml, 9.04 mmol) at room temperature. After 18 h stirring, the reaction mixture was concentrated in vacuo. The residue was triturated by the addition of n-hexane, to give tert-butyl 4-[N′-(2,6-dichlorophenyl)ureido]-3-methoxyphenylacetate (2.27 g, 59%) as a colorless powder. mp 177-181° C. (dec.); 1H-NMR (CDCl3) δ1.43 (s, 9H), 3.74 (s, 2H), 3.83 (s, 3H), 6.34 (s, 1H), 6.81 (s, 1H), 6.84 (d, J=8.3 Hz, 1H), 7.06 (br, 1H, 7.27 (t, J=8.1 Hz, 1H), 7.39 (d, J=8.1 Hz, 2H), 8.04 (d, J=8.3 Hz, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06756378B2 |
| Source dataset | uspto-grants-2004_06 |
| ORD ID | ord-217669a1e685452f9414269cf47959f4 |
| Source note | uspto-grants-2004_06 |