Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Thiophosgene | HCID 10040 | — |
| Reactant | HCID 54267155 | HCID 54267155 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 18653361 | HCID 18653361 | 72% |
Reaction Steps
In 15 ml of dichloromethane was dissolved 1.43 g of 1-(5-(4-acetoxytetrahydrofuran-3-yloxycarbonylmethoxy)-4-chloro-2-fluorophenylaminothiocarbonyl)hexahydropyridazine, followed by addition of 0.59 g of pyridine, which was then cooled in an ice-cold bath. Under stirring, a solution of 0.52 g of thiophosgene in dichloromethane was added dropwise, and after addition was completed, the resulting mixture was stirred at room temperature for 3 hours. The reaction mixture was washed with water, subsequently with aqueous saturated sodium chloride solution, and dried over magnesium sulfate. After distilling off the solvent the residue was purified by chromatography on a silica gel column (eluted with ethyl acetate/hexane=2/3), to obtain 1.12 g of a compound (No. 42) described in Table 1 (72%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05405828 |
|---|
| Source dataset | uspto-grants-1995_04 |
|---|
| ORD ID | ord-f76ed55ab01c4287bb0d3b04a3c9897c |
|---|
| Source note | uspto-grants-1995_04 |
|---|