HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl formate → HCID 23367277, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl formate | HCID 7865 | — |
| Reactant | 6-Chloro-3-pyridinecarbonitrile | HCID 5152094 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 23367277 | HCID 23367277 | 86.7% |
Reaction Steps
15 g of 91.7% pure (0.1 mol) 2-chloro-5-cyanopyridine were hydrogenated in a mixture of 70 ml of methylformate and 50 ml of toluene analogously to Example 1. After analysis by gas chromatography, 2-chloro-5-(formylaminomethyl)pyridine had formed in a yield of 86.7% of theory. 2-Chloro-5-(aminomethyl)pyridine (3.6% of theory) and di(2-chloro-5-methylpyridyl)amine (2.0% of theory) were identified as by-products. The crude product was boiled under reflux with 30 ml of 20% strength NaOH for 2 hours. After extraction with CH2Cl2 and concentration, the residue was distilled in vacuo. 12 g of 98.7% pure goods, corresponding to 83.1% of theory, based on the 2-chloro-5-cyanopyridine, were obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05580983 |
| Source dataset | uspto-grants-1996_12 |
| ORD ID | ord-7c0466a3132f41db843b6841575149f6 |
| Source note | uspto-grants-1996_12 |