Dimethylformamide → HCID 117667121, compound

HRID 1526200Notes

Reaction equation

HRID 1526200 reaction equation
Cl.Cl.[NH:3]1[C:8]2([CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)[CH2:7][CH2:6][CH2:5][CH2:4]1.C(=O)([O-])[O-].[K+].[K+].CN(C)C=O.F[C:26]1[CH:31]=[CH:30][C:29]([N+:32]([O-:34])=[O:33])=[CH:28][CH:27]=1>O>[N+:32]([C:29]1[CH:30]=[CH:31][C:26]([N:11]2[CH2:12][CH2:13][C:8]3([NH:3][CH2:4][CH2:5][CH2:6][CH2:7]3)[CH2:9][CH2:10]2)=[CH:27][CH:28]=1)([O-:34])=[O:33]

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 9590p-FluoronitrobenzeneHCID 11430Potassium CarbonateHCID 117667027HCID 117667027, compound

Product 1

HCID 117667121HCID 117667121, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
60 °C

Procedure

To a mixture of 1,9-diazaspiro[5.5]undecane dihydrochloride (640 mg), potassium carbonate (1.26 g), and N,N-dimethylformamide (7 mL) was added 1-fluoro-4-nitrobenzene (426 mg), followed by stirring at 60° C. overnight. To the reaction mixture was added water, and the precipitated solid was collected by filtration and then dried under reduced pressure to obtain 9-(4-nitrophenyl)-1,9-diazaspiro[5.5]undecane (0.69 g) as a yellow solid.

Workup

  1. filtrationthe precipitated solid was collected by filtration
  2. customdried under reduced pressure

Sources & evidence

ORD record
ord-5024467efeac425890a0e60bccb1fd58
Source dataset
uspto-grants-2015_07
Patent number
US09085540B2

Reaction notes

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