1,1-Dibutylamino-4-[2-(4-nitrophenyl)ethenyl]benzene → HCID 86594891, compound

HRID 488491Notes

Reaction equation

HRID 488491 reaction equation
[CH2:1]([NH:5][C:6]1([NH:23][CH2:24][CH2:25][CH2:26][CH3:27])[CH:11]=[CH:10][C:9]([CH:12]=[CH:13][C:14]2[CH:19]=[CH:18][C:17]([N+:20]([O-])=O)=[CH:16][CH:15]=2)=[CH:8][CH2:7]1)[CH2:2][CH2:3][CH3:4]>CO.[Ni]>[CH2:24]([NH:23][C:6]1([NH:5][CH2:1][CH2:2][CH2:3][CH3:4])[CH:7]=[CH:8][C:9]([CH2:12][CH2:13][C:14]2[CH:19]=[CH:18][C:17]([NH2:20])=[CH:16][CH:15]=2)=[CH:10][CH2:11]1)[CH2:25][CH2:26][CH3:27]

Participants

4

Reactant 1

HCID 738794491,1-Dibutylamino-4-[2-(4-nitrophenyl)ethenyl]benzene

Product 1

HCID 86594891HCID 86594891, compoundYield 92.6%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

The title compound was prepared from 1,1-dibutylamino-4-[2-(4-nitrophenyl)ethenyl]benzene (4.10 g, 11.63 mmol) and Ra—Ni (2.0 g) in MeOH (100 mL) at 21° C. to 32° C. (ΔP=3.6 psi) under a hydrogen atmosphere using the procedure described in Example 1, Step B. This procedure yielded a colorless oil, 3.49 g (10.76 mmol, 92.6%) of the desired product.

Sources & evidence

ORD record
ord-a60d5011181945f0bd6dd520e94cb2c7
Source dataset
uspto-grants-2005_12
Patent number
US06972287B1

Reaction notes

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