HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium thiocyanate → 1-(2-Chloro-6-methyl-pyridine-4-carbonyl)-3-(3,4-difluoro-phenyl)-thiourea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium thiocyanate | HCID 15666 | — |
| Reactant | 3,4-Difluoroaniline | HCID 77469 | — |
| Reactant | 2-Chloro-6-methylpyridine-4-carbonyl chloride | HCID 2782130 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | 1-(2-Chloro-6-methyl-pyridine-4-carbonyl)-3-(3,4-difluoro-phenyl)-thiourea | HCID 59455897 | — |
Reaction Steps
Thiocyanic acid ammonium salt (10.6 g) was added to a mixture of 2-chloro-6-methyl-4-pyridinecarbonyl chloride (22.04 g; 116 mmol) and acetone (400 ml). The reaction mixture was stirred for 30 minutes and then 3,4-difluorobenzenamine (14.98 g; 116 mmol) was added slowly via an additional funnel. The resulting solution was stirred for 2 hours, quenched by water (100 ml) and then extracted by CH2Cl2 (3×100 ml). The combined organic phase was dried over MgSO4, filtered and the solvent was evaporated in vacuo. Yield: 38.1 g of intermediate D1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08440701B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-588229d49bc44791b8b62b06c65ab7c6 |
| Source note | uspto-grants-2013_05 |