Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Chloroacetyl chloride | HCID 6577 | — |
| Reactant | 5-Bromo-3-methoxypyridin-2-amine | HCID 22271407 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 21493324 | HCID 21493324 | — |
Reaction Steps
A solution of 2-amino-3-methoxy-5-bromopyridine (20.3 grams) in absolute ether (200 ml) is charged into a glass reaction vessel equipped with mechanical stirrer and addition funnel. The solution is cooled to a temperature of about 5° C and pyridine (20 ml) is added thereto. A solution of chloroacetyl chloride (11.3 grams) in ether (50 ml) is then slowly added, with stirring, to the flask over a period of about 30 minutes resulting in the formation of a precipitate. The temperature of the reaction mixture is kept below about 10° C during the addition of the chloroacetyl chloride and stirring is continued thereafter for a period of about 1 hour to ensure the completion of the reaction. The precipitate which has formed is then recovered by filtration and is washed first with aqueous potassium carbonate and then with water. The washed product is then dried in a vacuum desiccator to yield the desired product N-(3-methoxy-5-bromo-2-pyridyl)-α-chloroacetamide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US03996352 |
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| Source dataset | uspto-grants-1976_12 |
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| ORD ID | ord-5ac823ac449d44189a0cf09223d6ee4d |
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| Source note | uspto-grants-1976_12 |
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