Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Thiophosgene | HCID 10040 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 3,6-Dichloropyridin-2-amine | HCID 3613425 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1202076-84-3 | HCID 86638717 | — |
Reaction Steps
A mixture of 3,6-dichloropyridin-2-amine (0.772 g, 4.74 mmol), sodium carbonate (2.01 g, 18.9 mmol), and thiophosgene (0.726 mL, 9.47 mmol) in 6 mL DCM was heated to 55° C. in a sealed tube for 36 h. The reaction was filtered through a frit, rinsing with DCM, and the material was adsorbed onto 6 g silica gel and dried. The material was purified by silica gel chromatography, 40 g, 0-100% EA/hexanes to give 3,6-dichloro-2-isothiocyanatopyridine. 1H NMR (400 MHz, DMSO-d6) 8 ppm 8.19 (d, J=8.5 Hz, 1 H), 7.59 (d, J=9.5 Hz, 1 H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07842685B2 |
|---|
| Source dataset | uspto-grants-2010_11 |
|---|
| ORD ID | ord-a27c9952527343d798d4d78fdd80ee65 |
|---|
| Source note | uspto-grants-2010_11 |
|---|