Dipropylamine → HCID 18669011, compound

HRID 1058670Notes

Reaction equation

HRID 1058670 reaction equation
F[C:2]1[CH:9]=[CH:8][C:7]([N+:10]([O-:12])=[O:11])=[CH:6][C:3]=1[CH:4]=[O:5].[CH2:13]([NH:16][CH2:17][CH2:18][CH3:19])[CH2:14][CH3:15].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH2:13]([N:16]([C:2]1[CH:9]=[CH:8][C:7]([N+:10]([O-:12])=[O:11])=[CH:6][C:3]=1[CH:4]=[O:5])[CH2:17][CH2:18][CH3:19])[CH2:14][CH3:15]

Participants

5

Reactant 3

HCID 8902DipropylamineHCID 11430Potassium CarbonateHCID 27347702-Fluoro-5-nitrobenzaldehyde

Product 1

HCID 18669011HCID 18669011, compoundYield 69.9%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
25 °C

Procedure

2-Fluoro-5-nitrobenzaldehyde (48 mg, 0.28 mmol) was dissolved in N,N-dimethylformamide (2.4 mL), and di-n-propylamine (0.15 mL, 1.1 mmol) and potassium carbonate (0.16 g, 1.1 mmol) were added thereto, followed by stirring at 25° C. for 1 hour. After the conventional post-reaction treatment, the residue was purified by silica gel chromatography(eluted with chloroform), to obtain 2-(N,N-di-n-propylamino)-5-nitrobenzaldehyde (49 mg, 69%).

Workup

  1. customAfter the conventional post-reaction treatment, the residue was purified by silica gel

Sources & evidence

ORD record
ord-a532d77071694cd1ae2841ede65dd60f
Source dataset
uspto-grants-2003_02
Patent number
US06518268B1

Reaction notes

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