HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isopropyl isocyanate → N-(3-aminosulfonyl-4-chloro-2-hydroxyphenyl)-N'-isopropylurea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isopropyl isocyanate | HCID 61277 | — |
| Reactant | 3-Amino-6-chloro-2-hydroxy-benzenesulfonamide | HCID 11368059 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | N-(3-aminosulfonyl-4-chloro-2-hydroxyphenyl)-N'-isopropylurea | HCID 9879637 | 54% |
Reaction Steps
A solution of 3-amino-6-chloro-2-hydroxybenzenesulfonamide (150 mg, 0.67 mmol) and isopropyl isocyanate (80 μL, 0.81 mmol) in 1 mL of N,N-dimethyl-formamide was stirred at room temperature for 20 hours. The mixture was diluted with ethyl acetate and washed with water to give the crude. Purification upon column chromatograph on silica gel, eluting with ethyl acetate/hexane (50/50, v/v), followed by recrystallization from acetone and hexane, gave the desired product (111 mg, 54%). LC-MS (m/z) 308.0 (M+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06767922B2 |
| Source dataset | uspto-grants-2004_07 |
| ORD ID | ord-92b81b6ab7844d85accde8dc18b1ffd7 |
| Source note | uspto-grants-2004_07 |