HuagongsheHuagongshe Chemistry Print Report · For research reference only
Thiophosgene → Methyl 3-[(4,6-dimethoxypyrimidin-2-yl)oxy]-6-(isothiocyanato)picolinate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Thiophosgene | HCID 10040 | — |
| Reactant | Methyl 3-[(4,6-dimethoxypyrimidin-2-yl)oxy]-6-aminopicolinate | HCID 15239974 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Methyl 3-[(4,6-dimethoxypyrimidin-2-yl)oxy]-6-(isothiocyanato)picolinate | HCID 15239980 | 76.6% |
Reaction Steps
0.82 g (7.15 mmol) of thiophosgene was dropwise added at room temperature to a solution of 2 g (6.5 mmol) of methyl 6-amino-3-[(4,6-dimethoxypyrimidin-2-yl)oxy]picolinate in 70 ml of dichloromethane and 50 ml of water. The mixture was stirred at room temperature for two hours. After completion of the reaction, the dichloromethane layer was separated and washed with water. Then, the organic layer was dried and concentrated. The obtained residue was recrystallized from a mixture of dichloromethane and diisopropyl ether to obtain the desired product as slightly yellow transparent crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05403816 |
| Source dataset | uspto-grants-1995_04 |
| ORD ID | ord-27245ae7cd454ec5ba5e209648c27a49 |
| Source note | uspto-grants-1995_04 |