1-Chloro-4-nitrobenzene → N-[2-(1-Azabicyclo[3.3.0]octan-5-yl)ethyl]-4-nitroaniline

HRID 260925Notes

Reaction equation

HRID 260925 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][CH:3]=1.[NH2:11][CH2:12][CH2:13][C:14]12[CH2:21][CH2:20][CH2:19][N:18]1[CH2:17][CH2:16][CH2:15]2>>[N:18]12[CH2:19][CH2:20][CH2:21][C:14]1([CH2:13][CH2:12][NH:11][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][CH:3]=1)[CH2:15][CH2:16][CH2:17]2

Participants

3

Reactant 2

HCID 74741-Chloro-4-nitrobenzeneHCID 107969772-(Hexahydro-1H-pyrrolizin-7a-yl)ethanamine

Product 1

HCID 10612454N-[2-(1-Azabicyclo[3.3.0]octan-5-yl)ethyl]-4-nitroaniline

Procedure

The procedures described in Example 12 were repeated except that 1-chloro-4-nitrobenzene (2 04 g, 12.9 mmol) and 5-(2-aminoethyl)-1 -azabicyclo[3.3.0]octane (4.00 g, 25.9 mmol) were employed. In this case, the desired compound was obtained as a yellow liquid (2.93 g, 8 2.5%).

Sources & evidence

ORD record
ord-34461c0bef914c7f88259eee090f288c
Source dataset
uspto-grants-1996_06
Patent number
US05530138

Reaction notes

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