1-Iodo-3-nitrobenzene → 1-(3-Nitrophenyl)piperazin-2-one

HRID 472507Notes

Reaction equation

HRID 472507 reaction equation
[NH:1]1[CH2:6][CH2:5][NH:4][CH2:3][C:2]1=[O:7].I[C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([N+:15]([O-:17])=[O:16])[CH:10]=1>>[N+:15]([C:11]1[CH:10]=[C:9]([N:1]2[CH2:6][CH2:5][NH:4][CH2:3][C:2]2=[O:7])[CH:14]=[CH:13][CH:12]=1)([O-:17])=[O:16]

Participants

3

Reactant 2

HCID 125741-Iodo-3-nitrobenzeneHCID 231360Piperazin-2-one

Product 1

HCID 110639881-(3-Nitrophenyl)piperazin-2-one

Procedure

205 a) 1-(3-nitro-phenyl)-piperazin-2-one was prepared from piperazin-2-one (1.00 g, 9.99 mmol) and 1-iodo-3-nitro-benzene (3.00 g, 12.0 mmol) in a manner analogous to Example 204a. 1H NMR (400 MHz, CDCl3, δ, ppm): 8.21 (s, 1H), 8.13 (d, J=8.2 Hz, 1H), 7.74 (d, J=7.8 Hz, 1H), 7.58 (t, J=8.0 Hz, 1H), 3.77 (t, J=4.9 Hz, 2H), 3.74 (s, 2H), 3.28 (t, J=4.8 Hz, 2H). MS=222 (MH)+.

Sources & evidence

ORD record
ord-36cd9d84f7234580bc2855a8a3fec904
Source dataset
uspto-grants-2014_01
Patent number
US08633173B2

Reaction notes

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