HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloro-3-isocyanatobenzene → N-[3-(N''-allylaminosulfonyl)4-chloro-2-hydroxyphenyl]-N'-(2,3-dichlorophenyl) urea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloro-3-isocyanatobenzene | HCID 33050 | — |
| Reactant | n-Allyl-3-amino-6-chloro2-hydroxybenzenesulfonamide | HCID 18373522 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | N-[3-(N''-allylaminosulfonyl)4-chloro-2-hydroxyphenyl]-N'-(2,3-dichlorophenyl) urea | HCID 11554208 | 29.1% |
Reaction Steps
A solution of crude N-allyl-3-amino-6-chloro-2-hydroxybenzenesulfonamide (20 mg) and 2,3-dichlorophenylisocyanate (12 μL, 0.09 mmol) in 1 mL of N,N-dimethylformamide was stirred at room temperature for 20 hours. The mixture was diluted with ethyl acetate and washed with water to give the crude material. Purification by column chromatography on silica gel, eluting with ethyl acetate/hexane (30/70, v/v), gave the desired product (10 mg, 29% for two steps). EI-MS (m/z) 450.2, 452.2, 454.1 (M−).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06500863B1 |
| Source dataset | uspto-grants-2002_12 |
| ORD ID | ord-862394e73e3f4c2ea3e7db68ee184385 |
| Source note | uspto-grants-2002_12 |