Phosphorus oxychloride → Methyl 6-chloro-5-cyanopicolinate

HRID 1909072Notes

Reaction equation

HRID 1909072 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([C:11]#[N:12])=[C:7](O)[N:6]=1)=[O:4].P(Cl)(Cl)([Cl:16])=O>CN(C)C=O>[CH3:1][O:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([C:11]#[N:12])=[C:7]([Cl:16])[N:6]=1)=[O:4]

Participants

4

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178497943HCID 178497943, compound

Product 1

HCID 53302036Methyl 6-chloro-5-cyanopicolinate

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

5-Cyano-6-hydroxy-pyridine-2-carboxylic acid methyl ester is treated with phosphorus oxychloride in dimethylformamide in accordance with known methods to give 6-chloro-5-cyano-pyridine-2-carboxylic acid methyl ester.

Sources & evidence

ORD record
ord-61467d57e1c643e9bcd19b1b7748e73d
Source dataset
uspto-grants-2013_12
Patent number
US08598217B2

Reaction notes

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