HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 46832297, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Phosgene | HCID 6371 | — |
| Reactant | HCID 66682150 | HCID 66682150 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Isopropanol methylene chloride | HCID 21966342 | — |
| Product | HCID 46832297 | HCID 46832297 | 32% |
Reaction Steps
A 20% toluene solution of phosgene (0.590 mL, 1.121 mmol) was added dropwise at room temperature to a stirred solution of 4-(3-amino-4-hydroxyphenyl)-N-cyclopentyl-N-methyl-1H-imidazole-1-carboxamide (0.259 g, 0.862 mmol) in dichloromethane (5 mL) and the off-white suspension was allowed to stir for 5 h. Water was added and the organic layer was diluted with a mixture of dichloromethane/isopropanol (7:3). The organic layer was separated, dried (MgSO4), filtered and evaporated to give an off-white solid that was triturated with hot methanol. Filtration and drying gave the product as an off-white solid (90 mg, 30%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09353082B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-33106bc241cd4cc599df66f47b315f6c |
| Source note | uspto-grants-2016_05 |