Dimethylformamide → HCID 22622272, compound

HRID 840412Notes

Reaction equation

HRID 840412 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([C:15]([OH:17])=O)[C:6]2[C:11]([C:12]=1[C:13]#[N:14])=[CH:10][CH:9]=[CH:8][CH:7]=2)#[N:2].C(Cl)(=O)C([Cl:21])=O.CN(C=O)C>C(Cl)Cl>[C:1]([C:3]1[CH:4]=[C:5]([C:15]([Cl:21])=[O:17])[C:6]2[C:11]([C:12]=1[C:13]#[N:14])=[CH:10][CH:9]=[CH:8][CH:7]=2)#[N:2]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 22622411HCID 22622411, compound

Product 1

HCID 22622272HCID 22622272, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of 3,4-dicyano-1-naphthoic acid (121 mg, 0.542 mmol) in dry DCM (5 mL) was added oxalyl chloride (80.0 mg, 0.63 mmol) and DMF (10 μL). After 3 h at room temperature DCM was removed in vacuo to afford 3,4-dicyano-1-naphthoyl chloride.

Workup

  1. customAfter 3 h at room temperature DCM was removed in vacuo

Sources & evidence

ORD record
ord-d0b41167cadc4994a06fd1b9ca87b5d7
Source dataset
uspto-grants-2002_04
Patent number
US06365602B1

Reaction notes

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