HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 16785671, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-(Bromomethyl)pyridine hbr | HCID 12752219 | — |
| Reactant | HCID 178524460 | HCID 178524460 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 16785671 | HCID 16785671 | 61% |
Reaction Steps
2-Mercaptonicotinic acid (7.8 g, 50 mmol) and 4-(bromomethyl)pyridine hydrobromide (12.6 g, 50 mmol) were suspended in N,N-dimethylformamide (100 mL) under ice-cooling. Triethylamine (21 ml, 150 mmol) was added dropwise to the suspension, and the whole was stirred at room temperature for 6 hours. Water (300 mL) was added to the reaction mixture, then the aqueous layer was washed with ethyl acetate (100 mL). 2 N hydrochloric acid was added to the aqueous layer to adjust to pH 7, and the precipitated solid was filtered off. The solid was washed with water and diethyl ether, and dried at 50° C. under reduced pressure to give 7.5 g of the title reference compound as a gray solid. (Yield 61%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08518973B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-476e61635f204e59a4ec5f0421e3207f |
| Source note | uspto-grants-2013_08 |