HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2073860Generated: November 1, 2026
N,N-Dimethylaniline → 5-acetyl-2-chloro-6-methylnicotinonitrile
https://huagongshe.com/reaction/2073860
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | N,N-Dimethylaniline | HCID 949 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | 5-Acetyl-2-hydroxy-6-methylnicotinonitrile | HCID 2765476 | — |
| Solvent | Chlorobenzene | HCID 7964 | — |
| Product | 5-acetyl-2-chloro-6-methylnicotinonitrile | HCID 1475375 | — |
Reaction Steps
35 g (0.2 mol) of 5-acetyl-3-cyano-6-methyl-2-pyridone* are suspended in 400 ml of chlorobenzene, 24.2 g (0.2 mol) of N,N-dimethylaniline are added, and 37 g (0.24 mol) of POCl3 are added dropwise. The mixture is then heated at 100° C. for three hours. After cooling, the mixture is cautiously poured onto water, neutralization with dilute sodium hydroxide solution is carried out, the organic phase is separated off, and the aqueous phase is again extracted with CHCl3. The combined extracts are dried with Na2SO4 and evaporated. The residue is purified by filtration through silica gel, using CH2Cl2 /ethyl acetate as eluent.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04920136 |
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| Source dataset | uspto-grants-1990_04 |
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| ORD ID | ord-1f1ae1255a154d7f9481a6b8c7848d7a |
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| Source note | uspto-grants-1990_04 |
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