HuagongsheHuagongshe Chemistry Print Report · For research reference only
Thionyl Chloride → 1-Naphthylurea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | Ethyl 3-{3-t-butyl-5-[3-(4-chlorophenyl)ureido]-1h-pyrazol-1-yl}benzoate | HCID 21867337 | — |
| Solvent | Methyl Chloride | HCID 6327 | — |
| Product | 1-Naphthylurea | HCID 81387 | 451.1% |
Reaction Steps
A solution of Example C (1.66 g, 4.0 mmol) and SOCl2 (0.60 mL, 8.0 mmol) in CH3Cl (100 mL) was refluxed for 3 h and concentrated in vacuo to yield 1-{3-tert-butyl-1-[3-chloromethyl)phenyl]-1H-pyrazol-5-yl}-3-(naphthalen-1-yl)urea (1.68 g 97%) was obtained as white powder. 1H NMR (DMSO-d6): δ 9.26 (s, 1 H), 9.15 (s, 1 H), 8.42-7.41 (m, 11 H), 6.40 (s, 1 H), 4.85 (s, 2 H), 1.28 (s, 9 H). MS (ESI) m/z: 433 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07342037B2 |
| Source dataset | uspto-grants-2008_03 |
| ORD ID | ord-7f2062e0d26b48f1bf65d9d2d33909d3 |
| Source note | uspto-grants-2008_03 |