Water → HCID 71627659, compound

HRID 1821408Notes

Reaction equation

HRID 1821408 reaction equation
F[C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[C:4]([N+:10]([O-:12])=[O:11])[CH:3]=1.[C:13]([O:17][C:18]([N:20]1[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]1)=[O:19])([CH3:16])([CH3:15])[CH3:14].O>CS(C)=O>[C:13]([O:17][C:18]([N:20]1[CH2:25][CH2:24][N:23]([C:2]2[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[C:4]([N+:10]([O-:12])=[O:11])[CH:3]=2)[CH2:22][CH2:21]1)=[O:19])([CH3:16])([CH3:14])[CH3:15]

Participants

5

Reactant 3

HCID 962WaterHCID 762264-Fluoro-2-nitrobenzaldehydeHCID 143452tert-Butyl piperazine-1-carboxylate

Product 1

HCID 71627659HCID 71627659, compoundYield 169%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
80 °C

Procedure

A solution of 4-fluoro-2-nitrobenzaldehyde (0.50 g, 3.0 mmol) in DMSO (5.0 mL) was added with 1-(tert-butoxycarbonyl)piperazine (1.7 g, 8.9 mmol), followed by stirring at 80° C. for 5 hours. The reaction mixture was added with water and the precipitated solid was collected by filtration to obtain 4-(4-formyl-3-nitrophenyl)piperazine-1-carboxylic acid tert-butyl ester (1.7 g, 100%).

Workup

  1. filtrationthe precipitated solid was collected by filtration

Sources & evidence

ORD record
ord-04c2eac0cd454fcca08dd3a8ec0f34fd
Source dataset
uspto-grants-2009_10
Patent number
US07605272B2

Reaction notes

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