Oxalyl chloride → 5-Cyano-naphthalene-2-carboxylic acid chloride

HRID 2221291Notes

Reaction equation

HRID 2221291 reaction equation
[C:1]([C:3]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:4]=1[CH:5]=[CH:6][C:7]([C:13]([OH:15])=O)=[CH:8]2)#[N:2].C(Cl)(=O)C([Cl:19])=O>C(Cl)Cl.CN(C=O)C>[C:1]([C:3]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:4]=1[CH:5]=[CH:6][C:7]([C:13]([Cl:19])=[O:15])=[CH:8]2)#[N:2]

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 69216040HCID 69216040, compound

Product 1

HCID 877370955-Cyano-naphthalene-2-carboxylic acid chloride

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

To a suspension of 5-cyano-naphthalene-2-carboxylic acid, 2, (0.084 g, 0.426 mmol) in CH2Cl2 (2 mL) at room temperature containing 1 drop of DMF is added oxalyl chloride (0.074 mL). Once the solution is homogeneous, the solution is concentrated in vacuo and the crude product is used without further purification.

Workup

  1. concentrationthe solution is concentrated in vacuo
  2. customthe crude product is used without further purification

Sources & evidence

ORD record
ord-abfba1fb62524b74bfcd758604b4e35b
Source dataset
uspto-grants-2008_05
Patent number
US07368462B1

Reaction notes

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